References

Chapter-5
References
It9
C[.pt.r-5
REFRENCES
r.
f. Brlolo
califomia,
1.
l.
4,
(I
John$n, C@&nation Cle8ittry"'\u A Bdjmin.lnc.
%4), p. 3.4.
Linssu dd,. Su{ ., A4EN. cl@d., tt\r'Fn Etvl '27 (1988)' p. 416A. R. B.nr€n dd P.P. PNq, J An. clgm So. , roq (194T,p 7563'1564.
R.
F. A. Cotto. md G. wilkinson, c.A. MuiUoed
Itutg@i.
5.
6.
6dd C. R.
ch.nnry".d
r
Bruce, M.
r.
vileyj'la yo*
z. lqbal
(1999),
',{d'amdd
p 3'9.
,lt
Cr?t soa'90(1968)'p 909'91I
ed F G. A stone I O/soronet Chen 40lt972J,P
tne&icll J
A. c- cope rnd E. c.
M.
Ed.
M B.chjj1m,
393401
7.
L.
& Bonet, M. l.Bt@,B
MZ
L. Good.L
Iqbsl
ed
f
CA
store'
J
Chen soc. (A),(tg?2r,P t187
E.
9.
r0.
M. L
B|F, M Z
lqb6l
F
O. A.
SloE dxl
J C/c'
S@' 4(19?5)
P-
3204
A. L. Sr.ph€n, Anires, Stnthesn Ptupeniet tutd 'lpPlicstiod Cnttidgz
Uni. Prcs, (2004), P l'2.
t6t J chen''1
L. R. B.nre! M l BNcc, B. L. Goodallt'd F G A sroF'
(19?4),P.2lll
ll.
12.
13.
M. M. Basga, Pau$n, F
J FFsloa, R
l
Rud,
C'€n
Co"
(I%5) P
s44'
US Pal4t 2,608,584
B. sshrbon,
B Alssn &d B Joosn, /'r
e"
@c'P eNhe Healt\
10
(1997),P 193'198.
ttotud4
J C Tbibault tnd D
L 'Ildn' J A6 Chen
Soc
l{
T. A. Afblieh! R.
15,
16.
l0l (1979tr 3801-3E12
(l992J p 7'81 '
s Ozk&, C. Karm ed C G Kt irq J Oryatunet Cheft 434
r00 (l98r P
c, Bachdd. i. D.nuttuk ed A Vi'tldd l ',' cit" Sot
2366:2369-
17.
R. M. Kircbd. T.
J
Mdks, t. S Kislofr
{19?l), P 66026613
lE.
D.M.MeufredA.J tss'J
Chen
4d J lbe6
Aw
I
Atu CIEn Soc 95
54(r981)'p 6J1-6J8
t20
19.
A. T€kloy4 C. Kay@, C. C. KEiter
dd
S. Ozkar,.r'dt&
Chen,33 (1994, p
2439-2441.
20.
21.
ltal, 90, (l960). P. 1486
O, C.riri srd o. Gdbi@, ALi A.cad ScL Toitu, Cl@t !ei- Fis Mat Nal91,
C. Pajm, F c.rdei@o, tiA R. E@\i, Caa. chim.
1t961). p. 757
22.
23.
24.
H.
Vmq
23
(ri'
R Prinz, Ch.n . BeL,99 (lW6), p.3582.
dd
Km.lov,
USSR).
25.
aDd
r. VMb€rB
C, L.
.
M.
L.rid, J. Ors. CIem
68 (2001),
p
5750-5753
R- N. Lontlkayd, E. C. Sbe$opalova and
V I Be*i'! (Od6e
P'or. &. Sa. I.ab- Otoba Chiln v6ch.h.slv.5
22-
(Rus).
R. M- Ladiga, I- G. Abcs.d26, R. N, Arnvkdi&i,
L P ChiSogdzi, A
D5lishvili md M. A. Rdhhrilis, Tr. Ch@ 16!. Subcopklo,, ra
25.
2?.
p
(1980),
(
1
970),
p
I-
597_
dd v. A. soloshomt,.4rt,t c a\2005J,p 287'292
R tlcquis od R zlg&ua rll Soc Ctid FrM. (1951),9
r. L. Mme, S. M. Taylor,
M.
MoM.,
9?4.
t&
M. J. turr., ,ndettial Oraqic Nihosek cohpoundr" lsl Ed.
pubtishins @rloEtion, Ne* Yoik ( l% l),
Reinhold
p 26t.
29. r. R. snith. Coffm4 ond (s*n,CoMrnicatioB 12 (t982)' P. 801-805
3{. A. J. ?imn aad H. L. Bll@, Rq. Colomb. quih 12 (19E3)' p 43'49.
3r. C. S. I(Eih]!@laltd F. A.CC'.to ,lws Chem.2(r963r.p 533'535.
!2. M. BMi ad S. Midolfiii . Iws chid Acta s (197t ), P 2m'22t
33. J. G. Db ed D. A. Ed-tdt., J. Osuotut ch.n 36(1972),p' l53.16l
3.r. s. C. Ttiptrhi, s. c. SdlGlav^ ttdR ?.Mti J. Us@tu|. c'en. les 1976),
(
p.2t9-243.
!t R. M. Dthr.gmddJ I.7;6t hwc Ch.nbit'r6(1977r'p 3t:A
36. Z. Mahtuood, M z lqb.l4d N Qmd,l C,'?u Sa Pa& 14 (1992),P M2
r?. A. Ashad ed M. z. lqb6l, /cta s.i..7 (1997), p.79'36
3E. H.M.FeooqedM Z.lqbsl,J Atul AWl Prrc' a2(1999) p ll9-lto
!9. M. Z. hbal. Z. Mrbidod, G. frlioa A. SuhlD @d I AlDt4 J C/tta Sot
fr&, 8(1986),p
383-390.
t2t
40,
ed
C. S. Srivsfale, K. A. Stuinll
P.
Tiwi,
Polrhe.lroa
l
l
(
1992).
P Il8l-
1185.
41,
Clrr..35
.12.
ed Joeph
Donald J. Dd€nsbolrg, Kevin K. Klalsm.yd
H.
R.it€Npi.s,.t ory'
(1996), p. l53s-1539.
tin& Pdt ..,
R. B. Paul. J. M. Kelly. D. C. P€pp€tod C.
33
(19?), p 20tI-
2014.
a3.
M. Ador! C. Ho8lrl[
ad Deiel T. W- Osdt. J O,gwna Chen S9
12004). p. 2429-2415.
{4,
s- Khe, C. J. Arws, M.
A$t!d
and K. Mdud,
lar'iehim. Aa..
94 (2006), p
851-858.
45,
Y. C. Goo, Q. Zhcn Shi, L. David L. Ke*her md
(1998).p
46.
D. J. DMbourg, B. L. MEller, C. J. Bishon s. choj@h
a/'.t
.
H.
B. J. Bndon, M. Cartwighl, A. C. W. Hodsn, F. Mrhon md K- C- Mollov. J
Il9l35.
D. J. D@6hou& G. Gmteh, P.
Ch.n ,26 (1987),
49.
lld J
3{ ( l9a l r. P. 24l8_2424
oryakonet. chen. 43s (1992), p.
,$,
Chen . 21
l88l9l.
Rerb.nspier.l,ofg
4?.
L Belo, Ibotg
H wiegeff.
ard
AL
Rhingold, ,rcra
p. 3827'3E10.
D. J. D@nsboug, M. S.
Kaltly! dd J Reib.nspi€s, /rotE Chek 2l (98aJ. p'
3636- 3641-
50,
D. J, Daretubourg, D. J.
Z.lcski, C
P|€pvs
ed C Cffipn4lkotq Ch.n
26
(1981\ p. t127-1732.
51.
s2.
L. E.
Malzr,
US Pat€.t No. 4057565 0 9?])
c.
D. J. Daftnsbourg,
&d A L Rheingold'.I@rs Chzm 761t981).p'
G. Barch
917-980.
53,
54.
55.
D.
J Dlmsboug
A. A6had
D. J.
and
W.H ?i.LJM.ltutg
Chetu. 29 (1990).p 592'591
rtd M. Z. lqhal, Actas.i,1\1997)'p.2128
D.|sboue.
C. G. B.!ch,
J
H. Rcib€noFs
dd A L
Rheingold'
chen , 21 (1988), P. 4203'4207.
56.
57.
K.s.Ch@gddA Sror, c@
R. J.
J.
CtEn
37
(r919\'P t61-t73-
Dcmenberged D J D4mbowg,irots:
Cl,t lt (t972).p 12'17
1e'g
122
5E.
Ydg,
P.-Y-
F.-C. ChrdS;
M-4- sEr! J -D. ch€ll
Otsdtunet. chen.. 396 (2000). p. 226-2tt
59.
T.{
Kcn8
ttd J.4 w!tr9J
.
T. J. McNeess, M.B,Cohen aid B.M. Foxmd, OTgz,ouerallicr. 3 (198a),p.552_
556.
60 N l,,wwa, M shido, K Mevmt ald H Kltsa I
atu
chn
soc
'
r22
(2044\ p. 1022610227
61.
D. J.
Dmrbourg. M,
Pala, D.
Sil|jr|m erd A L. Rheirgold,l@tg Chem
25
(1986), p.3tl?-3541.
62.
U. Kernbach,
chi^ Acta
63.
D. J.
M
Muhl, K. Polbom,
W P Fehlhamer &d G JbueG 1dls
33412002), p. 45-51.
Daj@boug A.
J.
Clujmcl a.dJ H Rcibc6Pieq
ItuB Ctum 3r(r992)
p. 342a-3433.
6.f.
6s.
Sdv6r,v!&d A. K. Slj,it6,J.lndianJ. Cbn.4r ( ) (2002),P 785'790.
S. O. YarM, E. Eenruh c. Kayru ed O M Ahn t, Natulpote.h
A.
516
(2002),p.92.98.
66.
P. S. Haddad,
2E (2003), p.
67.
G-
A. E. Maw, v. M. Nos!€ti.
ad s I (leil!
TrcN. Maal
ctun
899-904.
Schw|F, M. Y. DNNbous
snd D.
l. Dsmboure, 1@'g areu. ll
11972), p. 1961-1910.
5E.
Ddcbous, l.
D. J.
E. Ta!p&
dd H H
Nehon,
horv
CLE\
'
16 (1971J, p
5l+5,r0,
69.
F.
A
Citlon, D. J. DaBEboutg and
\v
S B Kolrbdrffi, ItutA C,iet
20
(1981\p. 44444442.
t0.
J.
M. M.h6, R. P. Bc.ny
tAN. t. Coof... Otsumtall$ a{1985) p
135+
ll6l.
7r.
72.
D. J.
Ddcsboug
and
L
A.E*a, ttuts.
Chen, N (t981) p 4168-4177
F. A. conon, L. R. F?nvello ard M. Tohos.,
/D's cli'.
A.ta.g2
(l9ul 9 t29'
139
73.
D. J. DoE.sboug R. Kudarcski ond
w Schdli
/@r&
2488-2491.
74
F.&.
Rnh,
Tettuhedlob Lette\ r99 (t%8),
p 61'65
crra.
2r (1982), p
t2a
7s.
?6.
B. P. Burin md T. G. Ri.hnonA, Polthe4ton. 9 (1990). p. 2887-2893.
7?.
H. M. Idooq, M. Z. Iqbal, L Anwlr, R. Baig md Q. Subhei,,4dd S.'1, 1 (1994),
H. M. FNoq. M. Z. Iqbsl, R. Baig and Q. Subhani, -4.la
&,,
4 (1994). p. 95-
9.25-)4,
?8.
?9.
E0.
8r.
R. M.
Rd.ds,'da.
T. c.
viswMfia& md A.
Mg,41ClsD,
23 (1998), p. 50?-510.
C. \Nilki., J. OryahotuL
Ch.n,
s4 ( l97l). p. l -7
YMoio ed tt. Yatnaulh,
hotg. Chih. Acto, 1l (1980), P.22r232.
C. S. Triplhi, C. S. Srivstava ed N. D. Palll'l(. J. Orgotuket chetu rr0
Y.
(19?6), F 7l-78.
82.
H..c. Lidg, Y.-Y, Wu. f,-C. Ch&g, P.-Y. Yog. J.-D. Ch.n dd J.-C. Wang
t
83.
C-
I
sdtuh.L Ch.n ,669 Q@3), p. 1E2.188.
Lngoli,
P.
fEtu.i,
P. Chini
&d
F.
,.
[email protected] Oso@Nt ch.m, I
(1972),p413425.
84.
85.
B. S.
88.
R. A.
A. Mcnr6, R. D. w.
660
E6.
87.
Aavo,
l2M2),
p-
Howi. q]dC.Lns.
K.mil(
J-
't.ta
Crys! C51(2001). p. 185-lE?.
F.Eal t td D
R.
Rusl, J o.satuNt (:h.d
9191.
Ja.!y&b,{d, Crit S/ov $ (2003),p.611486
s- Kn!4 c- J- Arw rnd M- Asli,d, Rdiehin.
't.tavt (2004), p 50l-505
N- T. Istuhani, G. D. Mftr.v, E. F. McDonald and K. MorckMa
K. J. Asafi
ed Hul4
osamtuto|i*.
A.
24 12005), p. 2921-2929.
89. Y. Li, J. Liu. Y. W&gand L.Z,wue.chen. MaEL ll(2001).p 1008_1014.
90. A.c. MoE, A. E. Ma@.!d S. R. AMi8.,c/.r 41t 29(20M).p 57'6t
91. N,CosqEr, B. L. Gall, F, Coulr J. M. Kcrtd, tr. s.la-P3la, M. M Kubicti dd
E.vtEi.t., tnors chim. ,1cto,359 (2006).
92.
C. MoBlejo. C. H. Ldgford, a.d P. H.
p. 43 I I .43 16.
Bid,Cat
J Ch.n 69 \t99t) 9
2031'
2037.
93.
M. J. Arcney, f. E. Buys, M. S. Davi$ tud
han'
94,
19
T
v
Hmblev.
J Chen
soc. Ddlton
(\994), p.282?-2834.
M. Rosig.oli. P, V, Bcmhedt md G.oftEy
Da|on Ttans., (1997), p 42474250.
A L!wnce.,./ ct€t
so.,
tu
95.
96.
9?.
9&
B. S.
R.L
S.
G.
C@vo.
Bffin"
|(n,n
R. A. Howi. tu4 C. tana. Ac ta c rvst C56 (2000). p. €l8l_elE2
M.I [email protected]
R.M. silve8rei!,G .C.
wil.y,
llp.
Nd Yo*.
l0l.
$
P. A.
BNlq,
(1963), p.
T.C. Modll, SPecr lder
t26s-t272
E.
6l
i.s, 12,
I
Li{a'FJ'
t
Otg co,lt 56
Jou,@t oJ
(20ost, P nl789_D
11993)L
'
EA
'
55{8.
s.hef, D. M Cro!€. W. J J
otgtuN|o
2a (1975).p.
Q006), p. 783'789.
T. Mahnd, J. Iqbal. M. IEt d, R. ,
crytalosraphica
J ch.m
Rs-Yl! s. ttai-Bit! Z XFMe,i ed
T.
Cootdi@tion Ctenitm,
9.
ALtt
Anse, Reiiochin. 1cta,91(2006), p.23-2E
and C. J.
XiexE,
r.M^s\&.
Elsegood and
v
McKe' ,'i.rz
l79l
Sn@ts,
A.
L
SP.k, .nd
v.
C
Ko|en,
p. 3955-X963
llrpPlrdJ clrd. &.., (1956), p 3108
t03. t. Hcfmet, Coor.l"atifu Chqi$y ,lst Ed rvY Publishjis Hou$' DcH
ro2.
D. B.
PMlland
(200a), p. 89-90.
N.
Appendix A
(Papers Publ;shed / Communicated)
electronic reprinl
Penlacarbonyl(N,N-dimethylbenzylamineXungslen
Tariq Mahmud, laved lqbal, Muhammail l6had, Mark R
cry{i'
o
hFirqrrldsd c+! !04r,
lrsl,rllrsnflt"l*,@
,
Elsegood and
\4'kie
metal-oirgalic paperc
Pentacarbonyl(N,Ndinelhylbenzylamine)tunSsten
el|l:dn.d n$rd,. k* r' }
rlqood rd t/Eu. acxEr
ftc ,ir! dpord, lt(c1r'',N)(corl' f, PE.'i.d
n dni'! d w(o! i. rhhrndun
bv
t,llddtrhqLniE tu ,orq n rh. w rbi n
rrprenmrt ddxrrrl dt[ rh!.n boid DCd n' 'r
wnrry rd. ! rotrt
id ro
D*&rl'r5il?)'.ftrt qFkd.
'i! r
lry (r) .41 nd, 6 'Dishr b.
set.{it. tu lw-c- Is(n al Ih tD'bht
w-co
b.trlr
k
'n
'h!
trrs.
loi
(tF? &e (6)
A Sb[n
rrr'D'rrthBhod)F de
tsd b, trdhb d wlco,, f rchivdrcrln
,i; .-,J"k rHFdpk (^re
lrHFl h
frF - s(coxBo + @
w(colirsD + c.EuN ' \r(o!(qHp\) aT Hn
Ar'i4hrn!furof .rroRLr'kd !frdo6 or trE
l4d bE &d r!.tud pedv (ru e'
rk! dh
'b!
schid r,r, lr']), b 6r!.trv1dnphx he b4tr ffiunnv
w(co). r
d|4L'iz.d..&ahNh|[lros|omtr|udoq!:
r^l
Y
\NZ-
"*- ]--.t"
"'._i=*
I
(Nnritid!rlh'dtL!n!')FrE
(r),"lhM
inFs rtu&@dry d h'
orhNnlrskr
{rbdt4dhorErya'edd'i'b!h.dbldlsr
:'#J'#jillr#ff
's":'*TBt'';l:
metal-organic papers
l:'Sl*'-''*
:
*-*' -.&*'*"*
ueo) A $n hr bonois
F(qfl
LtiJ
** -*- ,^.,
tu
kh'd tro t{rnE, @!Dt@ 14 tu tls0' L4 d
/rr rrr uLd Mrreio d 1(ler)l lle
(0sd
s'&rorr r'!ndrd drindttu
2,i-"d'*"&dd.d"n*rnl
r!y[JdqN|dtrd'dqi6!v!.}'&'r[':5hrI
i,,Lr' i{.ur.-ha id! re' q- b, '. tu wr"-ot
d!t{ddDrad'LltgIEtFdgiqw
b r' F*r o"
r"d ' d.". rc'*c.rh!
"-,;!^
i d re d L d*
*,aJlcr"rrolrxo)'*"td
i".-*--u"co'w*.*a'*"'
d!lr(.Jr,or'N'or,H@Ll-d
h\n I'rn,Nrcr,r,xrcr,r
:1J:::.:'llt,'t1,f"Tl'-'.1#r,i.1,$llls l::
g:ll ff 5H,:
l.i.i;l*lr *,. i.i," i,rul:'i,
i,:i#l:ri,li,l'fi L;tr1i:i,:? tiT:;11'-,tull
'I'rr0,'!|.-",9
i* ",r,,'e*r
nr790
rp
i"8,,..'J sn r-[
rt
r-)
rdr"r
Mddr'*.'.""o"'"t,..t,rn,..*pr,,,,
FFf.
fir r!d.n n d. rL. udrd{ c |b ryA L5q
r.a !b ct.|. *rrllrt-l-d
(.x1.'-ndJFlLrrr^r
ttrta
.qr..(d0fi Ftdlbtdrhrdrhud!,4e
Hc.LFcB.-atB04drL.!r.rrd.a drB i.d b rb !'.rc r- lfr-t
r |b
s.rrb 6rB U.dr.a H4 htl.aLrii4
6OtCr.-4g.
^{r|.r-!&*!a..!r*trlcuar-r.
@o!.@lg|,dA'91
gleotronlc npaint
rqlBr
o
0f
It
Ardild
s.i.g,
Nds*
aian
,001
tn scidrifrc Intomnioo
sl[dl6 ol2-Blmo ,v, ,v Dlrnelhylboztltn,r.
ud ltt Cmplerd rnh Mo(cO). d w(co).
Slnllft,! md S!.rlMcot
c
rj.v.d Iqh{ rMuh.nEd IN{ .!d vnlic }|.ko
'Ttiq IvLlmd,
rlnrirnr. df chmidry, tlJidsGhdude Dlo.l. Univ@i9 olrhe Punjab Lrld' 545tq F
kIbi
!s,yLUdtrt4LosbbomqshUni6i!r.lnslhd'al!lcid'nbn'LElI lTU.Fjdrd
bd.* | Tln
ru*-m--" r'r"r,:.t*.]",,'t_DtuhvlhdEvrnd h! eql F F ddn,4
<ii'-;L rrw; u.' ur.d*rrM4cotrsnwrcor.bv.ldz hdoi4x Dn''blbdLlLnd6
tr]"^ ,- i: b-" {. iv D"-}rtt-a'tmr w(c!, -.de EFUrav Bdh rh' L.rd in
* * L-,;r phF * F"p.!a .'..dd "'dre dlE inrEd rd nrrd
*'**
."".r,.1,
"..
t, * rcld d dr b!.d hr Md.ru drw ri ddda sd
*"i.,.'*'*.p_'qry
;,;i":;i:;;-,"."+",,,.,i;"p-qd.om;bDn"futruFdE!
.
&r !q.i!!4-|LD-44!r]!dr!
Gilq
tr, sn)q E
,*tr ";.*,,r'.^ "-n'.-*".r-*"v *td""ii'
I'aa
,""riu u -r- '*u t,- t* *'*i".tY
*rv
.i-,;1 rrlrr.iw,., ns) rr" "dievdslrakid
or
b.i"lmfl
(Alb'n
2cr:
"L oc o
ri*ti- a.t. ]sl aa*u, t'. s.a
Nrr4L lr rEr rld 'l$ mm. Dbt b kti{v Thr
fudJqd|.j"k'uabridEt$l'ld!Fn!n!.fln
$!!116€tll'd'^.'x'Dimd'y|b'zybdqnEd
dsir !c qtuitri'* 'lfu
,r-"is g-r. tt" --"4 -q,,*.a ; u',u' "'vt
I
Ni
]v.Dfl'3rt Ll'r'u yhLm
37,bduft uxl 1,.'vvli&@'iliE br s cvd' nd!
w' t, MD'mdny'b44l irGrqdd-
2006) h'd.s
'Fh
ol
.,^'.!funsG|L.!b4lylft|cdvsddy!@| d
J@E |3q ba! d.,l Io. '1. clt|.cl!fu
'uo@ 6 ndrl o'boovl .mfl4d
!d ft Fpon4
:L-;k.- "r'tu(Y.*d'r'rmr'rq,d.
llF gdi,b rPF..dr dd{h Ltfu
'L!tmvql|$&4&,'oouFt'r]lBtre4
dd{bimoilbitl.dnPLGr.!q,!sivd
r.,
dd
zcot 6
'hPi
h!
b€n
ne
€!v
d
'o
MATERTTE$D Er]rODS
or E.rdI r |ltdid
d,rDt-y 116 sylrB! 41d nv d d[{d
<of,nh\o
rrlrd(
d d/-
{4 F'dr<d fm riE
tn. sEe qc s6&d @ . Pc*!n Elnd Fm
Mdl.6?l Bo'liq Fid k!
ldn;drbe
ihird bv o.r.d't rpp.nu Ebn'brsrFd
6l'E ELoad Arb'a ?1@
-- -!!d dbv?etD
qw
uad'd a Bdr'r DPxre
cHN M\e iF@
A|| d.
rl.dde.
;'.od -"'p",'a' rag'tuan wdry
ddhd d dFrtv
dr.d Kqdoin duir8 roor-zoot
t-hro'o-g x
shrb.i,
or
-s b
o!dl
Lle $q dn!fiYl&nitu rdlbrbMor
I t mor., th.dr@dftb'd
'lhdbvtr.rybnri'
rt-*
t-t-"r.-vu,"aa"
n
"t
wE
drsld
(o
o
nndd
I
knzredn'd. 2a99 ,
n'-tI-*'ddddq
ns
d"hi-r.-\
i-uu
N*tco'mllucIEDnmE@fiq|4
D' t lFd '6 alld
'!d
byrck}*|PdabrDsdftP@Fo@(yk$r,al
;h^ic!
rtqso.. firE d
rcnl'lx
sh'tol, d PndncDIrG Mo rco'J
,r*q&
td
ri"(@r (or6a. I o nrd)
'_
dnldrlbonahf, r.i0r@ 2onndrslFPtr(6r
M'l*,4 hd@ ofcr-dvJrd""B
ofdE Pujrl'l Lrnd'
!590
P'nh
i
rdk dti,sry $dm di.d rHF (tdo
d'I Ir,
in dra
d*r!e rr ldngt for 4 h 8li UV lishr
'nd rh.
nin€{ ioqrr. b l"ld rlE rllo' &ldiq
u!de! .a dF uri{ wr nd'ibcJ LY rr'IR
rE -rvd w -.r'&r r, sdlb"k
ro
UY d! additm d *bs
lN
ldlo*.i
umm
lrrs dy$llidid (rild 3:1i)
;;qry
']}
!ryr.L6t o. lt.hwlDr4r .w(@u .oDLr 1
L;.".DI,BA w((joll dpl* E ryrrh.iad
dqrd;{ b d'E tsd.dw a dd'ib.d rd d'
{dhss
or
aldq mDld
try
6iF! w(co)t u r mdt
RBsIJ|,TsAA'DDIs.lJtsIoN
{d sydl.r'a,l sada E !dEn' I
nu $ii,6id le{d w fud-lddre8'uf
b vFd
b kbl abr B mryMdtr' 3'vl l uEnd)
'
dqi.E
onplad Cig. l) Bdhth.
r-ud.
r Flor rd e. ud lorubl' io dsorc
aE whi! '*l
l) d'r'N
drd n. rldNftl @td de c$r
ro F
.miias
iry6ds.s1
Ib'rfu,-l
I'FIJ c lffex r'
Tlr lsinJ
{dddlt
1'$ dr ornu,{ fmuolsD+ rnft R rFcmn
r*"a".i'-s,"d.'d*e"-i'r'bb: n"
",ri
"!{ua
P'*
Jrr'drd'4rddc'
{r .l|iJ&d
uY
IR
4.. .*G-d'L.!'*
lY'
^
f\./ [
t(x5.''4d
dircllrylbzyldft
F* r lo44 mr (!) i sirEa b c-H ttqd'i4 db
hob. ria Th. p.rt d2931 d.(n).oEp.d
c.l{ of dE iItI or ll! baal sP+ ft.FsE or'
bdd d l5'3 dr Cn).o ftibe b c.c thbln'l8. rh
dlddit, nlqudy orr GN tdn or$. D?. clii{
(cu)twd.t4d!d d l2t2 q- GI
T1'. FelrMiPdmdthmeD}eE
ldIn d rd d! 6\d1i.l lhifr YdG lslid TMs n
.lr*r h Td.1 A nulrtpld d&.16 sbo eihrld b
d. H-5 r.6 (dno) i, t! ddi. r & amdr
mur'iDh d d6.e€ d b. Dd..d b e F6 n
ddo ru A rakr ot!.rEd d dr'rl i du b m
;!'r r.F @M ldren ,o ddGdslh. m'c€(n
06!ov.d d
"a'aorr 't "t't..irskt
'rl5
d
0|]3rr
A
|t€-drh i! D!@dtbl,@ Pdl
c-mrMd, b tu $shirY sb@ Th'o P'& n
I { t..d dl t ? - d. b c2.'d c50f o" dd.
q, EtFcd$ly wHL uE FlIt d 3l lr 0 i'd 4 0r ' o
dla&db c-! 6d o5.6F4Ydt AFrrorov
n!t'v!n' .@n
tr dEbc! A Fr.0d $ i d6 b
atnFlddl''IFo}tblyfubm.t'y|.lnv
(roll' 1) abd
dbtR|l@rof
'le@Plc\d'Cd drlud uF
x..\.i!ndr;"h'elro(cor'
o e r+rdl
rh&hi'{ GcquEd ot r{ioE boilr
*Fd"a -*'. r- d" c N ,Eddi'E k'q*q "FE
wffi
!!*ffi.d
dd'
GIMdri!*r!r*
qi':
5i
ql;
;i
!
aqdi'tsci
2m7
iP**i***,ry*ffi
lfifi n obdql dfdt rh. loc E3io al'i'n
ff'rn d! qqlGnm or oF lisbd n dD n&l
tu"!d, nirq'i rb! f&r ! '4!.n d bY h('r
,oF;!k ur ! n.{ ld ftq.n v b{d r 133 o_
-",.t.'o"r"0,"9.'b6dfmdidlYulbq
*'u.*"-,ru'*''m*,u*t'l"lu.u (,
.lcr*i,lRrsrsEvolcorm?mrbl3a3o o
rroqF t or
iD d6 nlbl .o+14 The &.ra- in
6'rYq
d
drBG
cbd,o tr b 'o @dij{
it
@bEEs
&|l
holybrflm rcn *h.h ftbilia
n L6er b B FilY co (. tri@P6 4r'd).
L'N|Lt['ll!dlhlftbl|b.$dor.@
si&hr ido cldrd dclr 'rl rM lR rft@4
idrqd'trn]4iTlrk'r4o.v(@lddrrd!
i!;dYrNnxorqrbrs45r*)m_ssedtub'
r."i a* a.u* *.-,v t- v o w
'
fndb.crdoEloluP?d|tn!lrlilFdoNl!
&DNLynoglmfid2'b.qo.DMRAuqn6
x@d'&rddn TIE drd'l nrad' .ryuds-u
"r-."'c.".tuy't",PF",,*"to"uo",qnr6'ruJdrbv(MN)
fl. ! Nl'a .Fh
!u'uhlhq'alrnLFM{r(llonPb (I$k trw
dFndabH r''Nt'dd
ns
b Hr !'d c I'aB & o@
.tri d.F
Ilffu'mmd!Ifdddsb|I.4Ndry|@Fln
'|d|.$*lcjdr'4dl[N{d'|Fer|ll', i(r,,i; d a716
ir.":',".il
::"lHffi ilS"l,:ilH:itr;
..wt.u*"a..'t'yt.*t'""'mp*..
, e;i'd-'rn".ruo'i$a'd H"*d"dYs*
p"' ptu' to q
,r'n.r.qar rd Elb ForG
,,L.ro r" rcrFl'l $a ofo
@
rd
o
r 3
lpm ra
htrtl
nJuddbE@cd'lbdd@*'!fu4cI4
A
'r".,,r.|d 'h,r\
"r.l't 0 3 I'i"" o "*
^d"i
'tuldrd@d@ilds!{rxldsndllfl
oFD torFrr !i@ Thul r6ldftn bndrl
*di,t*pt-'uocw'au'""Y'*
qib 40 Fn huutb
tbrltwdfr'n'drjh4[d.63I!ql|i5wo'
dqr
a rA d .tdr dllo. r9l :02 tu Lv'
"r
-T,""rii.'frif:;*
H:ilri*'l:"iHrllK'lii]:
cmlod'aloll.r'im,jlplddd.?,5
ffi:,rlri,t.F*'rtr'
rt"-F-"'
I
l* 'b"
"
".''ck
z6a
*m;rtx"-;:#ffi;m.*
:tr"T,#Til'ffi"'fr*iH'ffiT
xi.sffi $u*Js'H,r"rlqi i;
lf#'ffiliffiffi",#
mlg:m;""r#"ll'mr:;t
ffirta5;ilHTlf;:-tr','J
l@@ rlh unslo urqh ddd'
'xrq
^CK^O\IAEDCMENI
,"#"ffiff.*'lTfrs;tt#';ji
i:"ffi"ffi#**#-d*;u;
oI
r..( s..r.1,2m4. sdi-i. od clrtdidim drl!
Ndud [d dioo of\,loLt clnd'YL Pl (co,
iM c'. Mo. w). tu (co), Br, M! (co), cpl vid,
l,q'zylanierevitibd.Pdylato'r?2 23r 291.
M,is, c , s/, 2lI)1 oid!'ql hiBry oryn'l rn
n.r}t.rridioo dqlilEnic Pd (tl) @{t!G in
. ls&lu! rgi"E bdv€' iMlFr ui l,liilirt
Drld'To'r., lo 13521351
r{ut, lt 14 dcr.l99. nH'ddss'irtmFrh
or,v. i'|Di"dlvlsEyr&Di'E d'dG ri'h rlvd
0), sd,r (uu zid (IIl sdnim oDdd mefr ([)
t. A'sl AppliqlPyrcl, 52: 119-l50
hQlrzd. risr.d rmtu r,!.l6o,2e ]|_3'a
r-jq, M .! ql. ?00t. rdEttdt{4 r.
Dhurhylbaldtr) trr@ Ad GYtun.s.,
YmaS.O,ral.,20O:S9..Mhd elin.tis{idd
a[,on,
J,,t,
2co3
rlr cyohil.(|donEdioo
as,lr,o/,r.,/r.firldimmii!.d'dNb'lRddn
ti|ic!i|PPoeddd'tdlydNw'I'q!n.'
r-i!*nc rq!240.] q,rlsi.n x.trr rtu d
qnn'it
liaid. L ollddn
sn Nrl encrb qd6
dpr'Ellanwn2diE
h,iq K. r,i, 2md Thmmlti!.! iMradtm of
ljtuis (vI) &d duiM (IV) .mpLxd. Rdio
&licyldd.td! I\,LuuHlroylb^+rzm,
cad chd. 5?: 13'133
Tir, L.F. a .r, ,04. stnosL or dirule sdrp
6 idd €nc/ tnPldc rtidsd bt .{ a.
p.n@boryl (!rdzi$) n.d (0) cmdds of
sdrp 6ddd. z. N.&fo@\ s?L 9! 93
!||trdtt*oa
d{2..tloroi.BD&4}r!.tu b.old.
Ar
v
tura*r.*rrrrl*athr.IEa.}dllaH'F
trn . .a (bbv, Ihlilt o, lb lu|., r&' tljtollnPi-'
3IU'
rody DFl4 trabcrt tb[{', k alql rd.
c6.r&.dl$arf
(B.hgsbi!.db,,LaCr-&|'lfels'cidB)
.
By the etion of h*adecyl halid. on hel.rocyctes seh
6
Prtidinei for
dmple m.ilyb.rld€ylPridinim bsnidct2l
.
By ihe
.
.$eB of Fdimelh/dino b€mic &id[]1.
By lhe eelon ofs conpoud hlving a leftiMl .poxy gtoup viih t rli.ry
&im
&lior of I'haloalkdes ed alied
followed by dE .ddilion
compoqnds on th€
hiels
alkvl
ord &id[4]
.
By ihe @tion of a teniaty
di!e, d
.
coryoud giving qut€h!ry amonim conpomdt5l
By lhe rcedon of d au(yl halidc wiih ptridire or inid@I. at
alkylahng agen(
ald
&
.poxv
l2O0C (o
35ooc16l.
.
dins, mc|hml ald a cyclic Ble{71
The appticltions of qual€n..) lmodiM coDpouds e.xtenelv wid. ranging in
difr@ fields. Th.y @ g€ffilly su.d d antisltic tgen! disitrIdt4! invcd sP
sdirizo in debrScitl8l. pr€sru.liv€. active gndie lor condidon$ lntistalic
By the
twhor
of teniary
.genl, soIiGM for l€xtilA
4d paps producs, w@d prcsdativ.,
emuNrying
agqr
disFrsd, lub.icmt, slani.8 marcrial for ncdicines, P€sticidcs' ionic liquid
in.leu@lFmical prl)(xs, brishtqs in clarropltline" cle$ tehmloev' (@val
pignenl
ol pollutant) ed as phdetrnnsfer et lysls.
syMgjsric qtretion of met ls.
These
@
also vetv usetul for the
us of thse compounds d biocides in wd prc*Natile, paint &d
liq@E is inc@ins dpidly. Qulq.'ry amonim @nPodds hlw b€en
enthusi$tically utilidd for vdious Poltmd lpplicatio.s i.cludilg honoid
sJarh€b, polld.riz,tion, ituluding @trdlneiolr aionic ad fie adi€l' and
Tbe
pollhei modrfi€tion by polymd ch€nisK
[91
dL , I o nnole ) {as dissolled in 25 nL
nL of t .thvlmirc h ldded' folloeed bv th€
2{hlorobenzyl bonide ( 0.65
dichloomdtr4 aod th€n one
of a solutio! of 33% dinclhylmine (0 20 n[ l 5 m.@le ) in €thmol was
add.d dreFwi* to the Eacii@ binw ed nired fd eight how in a quick_lll
Il6k.It ss thd n€ulrali&d wilh loolo sd@ bicebomt€ solution. The mixorc M
.gain $i.ed od orgmic lay€r *s *p.dlql, dried ow lrhvdrcs nagnesiun
addition
B
coMnlr.t d on . rclsry €vaponloi, It s6
th.n c.olcd in Eliigmro! b ga the pw pDdud .$ @ldl6s ne.dlc litc cqslsls.
sulfat€. filler€d off and rh.
The yield
ellenr
wa about 4l%.
moniun bremide @ holabd
in p@ fom and ch@tcri&d by difrdit sFcoosic t4hriqEs, i.q IR,NMR
Thc conpomd di(2-chloobsuyl)dincilyl
IR:
TrbrFr: IR slr.l.titrg
fr.qlldi*
of
bl{2r
(-cE
c-H
3053
2861
G)
(m)
Thc srucruE of ftc qu|.maly
)
c-N
c-cl
t5l
n6
I
mBonim ws .st
spcrroscopic d4a. The absoryrioi peaks
b.i4
osbenzyl) di@thyla|rmniM
c-c
1600
blished on rhe b6is of IR
ofvsion! vibdtioN
in the conpound were
nt€ absrltion bsd ar l053cmic) M assigftd to C_H siteiching of the
dng \tilc tlE pel.t 285lhn(m) @'Esponds to C-H ofn thvld. ofih.
b.nzyl 8roup. Simildly rh. pr€sne ofabsorplion bmds at l60ocni(n) ed ?76cnad C4l srrebbjrs Bperivdv The chret€nstic
\n) tuy b. Nigned to
C{
teqMcy
of a C-N bond of the
O!. CHr-N(CHr, \ta! obsw.d at I lslcDi(n)
lboolplior bandr in tlc ESid 69G5t5cEr(n)
dd N-H vibralio$
respectively ofthe
ofrh€ roducq indionig $al both lhe
ad 340c3250cn'r(d)
siding @edal, de absol in
Eetltll
Tbe
due to c_Br
the IR
sFcllm
hav€ heen cotrv.rted inro the
dcstld
NMR:
T.bb2: NMR spelll
.H-
dlta of bi5(2ahlocb.nzyl)dimedylumoniuo bromide
Itc- NMR
NMR
N,CHr
2l5k)
N-CHr
45_54
4H:
{H2
6t.10
H.l
3.45(5)
7.34(d)
c-l
140.02
H-4
7.10(m)
c-.2
c-l
c4
D6.40
1t4.30
t24.20
c-6
127.10
110.40
HJ
H{
Ii
1.12 (d)
the preton
NM&
tb€ p.ak at 6 3.26 (ppn)
cotBponds to two
{til
sreups
ath.h.d !o a quandaary Nirrcscn.'I1,e pdr at 6 5.38 (!ph) @ftsPonds to fou
beuylic pbtoG
ti.
sidc md on
beaw
t
wbon
the
viciniry of
b.tw6 6 ?.48 -
e
aryl eroup *hicb caued a hieh
?.56 (ppm)
(rftslond to six NDali€
ptlst@ of thE Pblo6 on @bon alotu 1.4,5 @
while the peat at 6 8.16 (ppm) co be aiiribured lo two potons
prcb.bty
bo$ domalic dnss
anached ro
..c di@tly atlached lo +vely chdged lr'dom on oE
otha side it ey @ in
The nultipl.r
poronr,ll
they
du
arom 6
to lhe
i.
bolh
enalic
rirys.
Duing rhe diMiion of 2{blorb.nzylbronidc, uusual cr}sials fomed which
wse ielaled. ln ord4 to esrablbh th. structe oI thes. crystab, ihev w€e
alrlysiz.d by single cryskl XRD ie.hniqE.
cry$ak
@ of
bc(2<hlocbetzyDdi@thyl
Ii w obsflcd thal ihet ielated
amonim bomide. a qut m.ry
, TlE XRD par&Elcs includine bond len€lhi boid dgLs dd
ietropic d EU as &isropi. displencDt plmct rs wF int€Ipl.i.d which @
a@onim
sla
@[.di@: Sr44ir Grub, 198! ccl r!ftdot ${.a T (Bn*q, 198)r dtt
Ed&1id: vnlrl: p6ognD(t) u!.rl lo soll/! .lEor!: .51iit4l'7l (Sb.Llrid.. 2001I
procnh(!) u!€d ro |lfrc ttructuE: SHEIXILi tmllfrn{ 8nPhi6: SltEzrli
Dala
roi*4 sd
ro
F4G orLtil
fo.
F$li.aioo
SIIETXTL
nd h.d
F.8rbr
Q*n
rL-l
Siqb dyr.l x{ry 4.(t'm of bid2{ibo-hdzyl)din ltyl
.'!@iE
o
nF2.
Amlb via of tit'gle qFd t{tt rpcdu of
b.@ylldiDctn 'l dDoiu hmid.
6
Ud2{hlol!-
F
S-!.
clos psking x-6y
of
bis(2-chlocb€nryl)dim€rhyl
CrFtrl drtr rod dctur.
refireD.nt
boDrde
bdzyl)do.rhyL@olird
C6HTBICITN
J75.t2
150(2)K
C.rslat syst m,
slse gooP
a=11.9427(5)A
b= 8.9771(4) A
c = 15.0759(6)-A
9=97.41r(2f
1602.80(12)4',
z
2.EE8mj
760
F(000)
coloulds,0.E2
R.fl€.tios for @ll
EfircfBt
r&g.
for data
CmpLt
re
colle.tio.
to0=26.00p
O.t6 x 0.32
imr
(0tuse2.33ro28.71')
8351
Bnrtcr SMART 1000 CCD
o etatio. wi$
0
t
2.05
nmw fi"des
$2a.n'
h-151015,[-ll
to l
l,l
19 !o
v
t3470
3816(Rh=0.0145)
3462
*mi-dpind
Mir &d ma. Famision
frcm cquival4ts
0.201 and 0.458
di!€cl netho&
Full-nairix l.st.squdes o. F'
Weiehti4 pamelea 4 b
Dr, / NE8inls / pqrancld
0.0215,0.7575
38t6/ 0/ 183
Rl = 0.019, wR2 = 0.0461
R I = 0.021 l, wR2 = 0.0474
1.025
L{sesr dd mee shiwsu
Laqe$ difl. p€al dd hol.
0.385
ild
0.209 e
A
r
20
Atodc.oodi!.tec ud.quivrL.t boircpi. dbPl.cenenl p'nh.l'r3
(F) for blt{2-clloEb.lzyl)di6.Ovl.Eno ud bromid€ Ua ir
;.fberl .t o!. dlird of th. ltft. of rlE o.thotodlial U' t'!mi
ql?
-0.10616(12)
T.blFs: Bond Llgth! l^l Dd .!g16 lol ror b!(2{tloGbttzyldiDdhyl
.nnoniln hmDide
q2lc(r)
r.3r3Q)
c(7fN(r)
r.534(r6)
N0fc(9)
c(r?lcr(2)
rira(2)
c(2fa( r){(6)
c(6!c( r)-c(7)
qrl4(2)-c(D
qllq2)-c(D
c(2)-c(38(4)
cal.{4)-c(31
C(9FNOF(10)
qsfN(rlc(7)
qrrlqro)
c(
ll1.24(r0)
c(ets{ofc{7)
l|0.3r(r0)
N0)
co3}{( l1}{(
l4F(r 3)-c02)
t0
r5)
rre.9J(r4)
Alit.repn did&6.n1 p.nd...B (45 for bu(2dlon'
b.rryl)din.tlylmrolirD bt nlii4 IL uirotnpic dltPLeD.
ftcror dDoo.nr
..kd
rb.
fod: -2lD:. rUrr
utt
ll
Uts
+ ...+
2hlt!'b'U':1.
UB
UD
r.rb?r
Aydi.sr oqdi..tr .!d aoa[pi.
rot
dLtlr@t Fru.&r| (f)
|t{t _Lrqta.5iFb,I!i-@5n
b|uida
BG)0.5336
l(r)0,3957
l(6pr?ra
H(7 )
H(7a)
r(rB)
0.t2t1
0_1322
H(3C)
H(98)
H(oc)
oz,|o
fl(l0B)
H0r)
4.27n
0,20r,
H04)
lr(15)
{lo
t2
r.l'8r
Tonbr
rrb n ftr bho.dlot a.r artb..b
q6)a(l)4(2)-c(3)
-2.0(2)
co).qrlq2!ao)
-17311{t3)
q6)-c(l)4(2).c(D
t?6,20(ll)
cGc(llcc)4(r)
-4.19{13)
qrF(2F(3).(4)
-{.1(2)
-t73,vlr2)
q2)q3}{(a).c('
t.r€)
o0)q2!40!q1)
qrlq.)4(5).q6)
q.)q5)4(6ts(0
-2&l
qrlqrlq6lqt
,.!(2)
q?)qrlq6F{t
rnl'(lt)
c0)4(r}{(r)-+r0)
-101,76(14)
q6)qlFg)-r{r)
alra(t5)
,r.2304)
ql)qo-N(r)-c(9)
-64r1)
qrlao-N0)qr)
qr)4(r)-r(rlqo)
-{0,7r(14)
co)-x(rlqro)-qr
601{B)
-179'f(u)
&rr(t
q|oqnlqn)qll)
-l0lJt(tt
-r7'r(B)
Mrlqro)qll)qlo
qrlqr rlqlzlqB)
qDqr)q|D-oe)
q|qqrrlql2)-c|e)
r.G(r9
qr r>q|1)4(rt-c(r.)
0.2()
c{rF(r2}qr3}qr)
-rrr.79(r2)
qr2)c(rrF(rlqrr)
qrlqrt}{0o-c(r D
qloqr!)-qr6>qrt
tr(2)
qD-N0)qlo)qr
D
qr}l{rlqrqqrD
{r}qr0)qr)qr2)
qDlqt.}qrs)qlo
qD)qrrlqto-ql'
-fie)
24)
-4,3{2)
D
l?,1,t0(l D
-lre)
rtl(r0)
-t.te)
r7ra60a
ACKNOWLEDGEMENTI
Th. adno6 tbant tbc Udvdily of l[ Pujah t hoE, Pal$tan, dd rh.
cheles Wall@ Patislln Trust fo. fimial $ppon. $d N tle 8!.1€tu1 to
D@arttned
of
Ch€mistly. Louehboreugh Univdsily. Lrughboough, UK, idr
ptuviding Fs.@h
facihi*.
NETEruNCES:
l.
$.dq C. M.; Lio0. C. L atd H.lFn\ M. (E<ls.). Pb& Torsfd CaLlrsk:
Fuidanmr.ls, Applic.rios ed Indusriial P€lsFdiws. cbipne & H6ll,
NcwYork(1994).
2.
I
4.
5.
6.
sbelton,R.s drd Mdicmtrt o. United
sl!l6
Palent
* 2,295J04-5
(
1942).
s. A.ad W@lliac. S. Unired SlatePrr6tx 2202,E64(1940).
Houl, R ed Mmt d, P. united Srais Parenl # 4,421,932 ( l9E3).
PigSor,
Cary, W. E drd Own, P. Unil€d
Sutcs?al€ #4,982.000.(1991).
Kinihito S.; Yoji U.; Talalirc, K, &d [email protected] S. United Slts Palal
6,4t4,t59,(2002).
7.
8.
9.
walkd, L.
Po8,
1.,
E. Uoiled
Tsi, v.
Ramus$,
J. K.
Slal*
C- and
Palenr # 6,74307, (2004).
Choq C. C. INt
ud Horc[, q.
K.
l4
J- Food
Polrn
Micrebiol. z2rl I (2002).
sci- T@h..
!!105
(1984).
{