Synthesis of an [(NHC)2Pd(SiMe3)2] Complex and Catalytic cis-Bis(silyl)ations of Alkynes with Unactivated Disilanes

被引：69

作者：

Ansell, Melvyn B. ^{[1
]}

Roberts, Debbie E. ^{[1
]}

Cloke, F. Geoffrey N. ^{[1
]}

Navarro, Oscar ^{[1
]}

Spencer, John ^{[1
]}

机构：

[1] Univ Sussex, Dept Chem, Brighton BN1 9QJ, E Sussex, England

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2015年 / 54卷 / 19期

基金：

英国工程与自然科学研究理事会;

关键词：

alkynes; N-heterocyclic carbene; palladium; silicon; synthetic methods; HETEROCYCLIC CARBENE LIGANDS; BIS-SILYLATION; SILICON-SILICON; SI-SI; OXIDATIVE ADDITION; SUZUKI-MIYAURA; SIGMA-BONDS; PALLADIUM; ACTIVATION; NHC;

D O I：

10.1002/anie.201501764

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The novel complex cis-[(ITMe)(2)Pd(SiMe3)(2) (ITMe=1,3,4,5-tetramethylimidazol-2-ylidene) has been synthesized by mild oxidative cleavage of Me3SiSiMe3 using [(ITMe)(2)Pd-0]. The use of this complex as precatalyst for the cis-bis(silyl)ation of alkynes using unactivated disilanes is reported.

引用

页码：5577 / 5582

页数：6

共 42 条

[1] Element-element addition to alkynes catalyzed by the group 10 metals
Beletskaya, I
Moberg, C
[J]. CHEMICAL REVIEWS, 1999, 99 (12) : 3435 - 3461
[2] A DFT computational study of the bis-silylation reaction of acetylene catalyzed by palladium complexes
Bottoni, A
Higueruelo, AP
Miscione, GP
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (19) : 5506 - 5513
[3] Cazin CSJ, 2011, CATAL MET COMPLEXES, V32, P1, DOI 10.1007/978-90-481-2866-2
[4] Percent buried volume for phosphine and N-heterocyclic carbene ligands: steric properties in organometallic chemistry
Clavier, Herve
Nolan, Steven P.
[J]. CHEMICAL COMMUNICATIONS, 2010, 46 (06) : 841 - 861
[5] DiezGonzalez S, 2011, RSC CATAL SER, P1
[6] SILYLATION OF ACETYLENIC HYDROCARBONS BY MEANS OF CHLOROSILANES
DUNOGUES, J
BOURGEOIS, P
PILLOT, JP
MERAULT, G
CALAS, R
[J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1975, 87 (02) : 169 - 181
[7] A general synthetic route to mixed NHC-phosphane palladium(0) complexes (NHC = N-heterocyclic carbene)
Fantasia, Serena
Nolan, Steven P.
[J]. CHEMISTRY-A EUROPEAN JOURNAL, 2008, 14 (23) : 6987 - 6993
[8] SYNTHESIS AND PROPERTIES OF ORGANOMETALLIC RINGS AND MACROCYCLES CONTAINING FERROCENE, SILICON, AND UNSATURATED HYDROCARBON UNITS - X-RAY CRYSTAL-STRUCTURES OF THE NOVEL FERROCENOPHANES FE(ETA-C5H4)2(SIME2)2(CH=CH) AND TRANS,TRANS-FE(ETA-C5H4)2(SIME2)2(CH2CH=CHCH2)2
FINCKH, W
TANG, BZ
LOUGH, A
MANNERS, I
[J]. ORGANOMETALLICS, 1992, 11 (08) : 2904 - 2911
[9] Glorius F., 2006, N HETEROCYCLIC CARBE, V1st
[10] Gold nanoparticles-catalyzed activation of 1,2-disilanes: hydrolysis, silyl protection of alcohols and reduction of tert-benzylic alcohols
Gryparis, Charis
Stratakis, Manolis
[J]. CHEMICAL COMMUNICATIONS, 2012, 48 (87) : 10751 - 10753

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