Iridium-catalyzed formation of trans-polyphenylacetylene by alkyne polymerization

被引：17

作者：

Marigo, M ^{[1
]}

Millos, D ^{[1
]}

Marsich, N ^{[1
]}

Farnetti, E ^{[1
]}

机构：

[1] Univ Trieste, Dipartimento Sci Chim, I-34127 Trieste, Italy

来源：

JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL | 2003年 / 206卷 / 1-2期

关键词：

iridium; phosphines; homogeneous catalysis; alkynes; polymerization;

D O I：

10.1016/S1381-1169(03)00415-1

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

The iridium(I) compounds HIr(cod)(PR3)(2) (cod: 1,5-cyclooctadiene; PR3: Ph-3, P(p-MeOC6H4)(3), P(o-MeOC6H4)Ph-2, PCyPh2, PCy2Ph) were employed as catalyst precursors for the polymerization of phenylacetylene. The polyene was formed as the major product with all the catalysts except the PCy2Ph derivative, which promoted preferential formation of oligomers. In all cases the polymerization reactions were highly stereoselective, yielding 100% trans-polyphenylacetylene. From the catalytic mixtures the iridium(III) derivatives fac-HIr(CdropCPh)(2)(PR3)(3) (PR3: PPh3, P(p-MeOC6H4)(3)) were isolated. The results of spectroscopic studies are also reported, which provide information on the evolution of the iridium precursors during the catalytic reaction. (C) 2003 Elsevier B.V. All rights reserved.

引用

页码：319 / 329

页数：11

共 45 条

[1] Studies on the nature of active species in W(CO)6/CCl4/hv system as applied to metathesis polymerisation reactions [J].

Bhukta, G ;

Manivannan, R ;

Sundararajan, G .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2000, 601 (01) :16-21

[2] 3RD-ORDER NONLINEAR-OPTICAL RESPONSE IN ORGANIC MATERIALS - THEORETICAL AND EXPERIMENTAL ASPECTS [J].

BREDAS, JL ;

ADANT, C ;

TACKX, P ;

PERSOONS, A ;

PIERCE, BM .

CHEMICAL REVIEWS, 1994, 94 (01) :243-278

[3] INTERACTION OF HYDRIDOCARBONYLTRIS(TRIPHENYLPHOSPHINE) COMPLEXES OF IRIDIUM(I) AND RHODIUM(I) WITH ALK-1-YNES [J].

BROWN, CK ;

GEORGIOU, D ;

WILKINSO.G .

JOURNAL OF THE CHEMICAL SOCIETY A -INORGANIC PHYSICAL THEORETICAL, 1971, (20) :3120-&

[4] CONVERSION OF A (METHOXYMETHYL)IRIDIUM(I) ACETYLENE COMPLEX TO A METALLACYCLOBUTENE IRIDIUM(III) COMPLEX - CRYSTAL AND MOLECULAR-STRUCTURES OF "IR(CH2OCH3)(P-TOL-C=C-P-TOL)(PME3)3 AND FAC-IR[CH2C(P-TOL)=C(P-TOL)]BR(PME3)3 [J].

CALABRESE, JC ;

ROE, DC ;

THORN, DL ;

TULIP, TH .

ORGANOMETALLICS, 1984, 3 (08) :1223-1230

[5] Synthesis of metallacyclobutenes of late transition metals via nucleophilic addition of allenyl or propargyl complexes [J].

Cheng, YC ;

Chen, YK ;

Huang, TM ;

Yu, CI ;

Lee, GH ;

Wang, Y ;

Chen, JT .

ORGANOMETALLICS, 1998, 17 (14) :2953-2957

[6] Synthesis of cross-conjugated olefins from alkynes: Regioselective C-C bond formation between alkynes [J].

Chin, CS ;

Lee, H ;

Park, H ;

Kim, M .

ORGANOMETALLICS, 2002, 21 (19) :3889-3896

[7]

CHIN CS, 1994, B KOR CHEM SOC, V15, P961

[8] Pressure-induced cis to trans isomerization of poly((p-nitrophenyl)acetylene) prepared using Rh complex catalysts.: Extension of π conjugation length [J].

D'Amato, R ;

Sone, T ;

Tabata, M ;

Sadahiro, Y ;

Russo, MV ;

Furlani, A .

MACROMOLECULES, 1998, 31 (25) :8660-8665

[9] Stereoselective living polymerization of phenylacetylene promoted by rhodium catalysts with bidentate phosphines [J].

Falcon, M ;

Farnetti, E ;

Marsich, N .

JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2001, 629 (1-2) :187-193

[10] INTRAMOLECULAR ACTIVATION OF A N-METHYL C-H BOND BY AN ELECTRON RICH IRIDIUM CENTER - A NOVEL CHEMOSELECTIVE REDUCTION CATALYST [J].

FARNETTI, E ;

NARDIN, G ;

GRAZIANI, M .

JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1989, (17) :1264-1265

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