Diboration of alkenes with bis(pinacolato)diboron catalysed by a platinum(0) complex

被引:165
作者
Ishiyama, T [1 ]
Yamamoto, M [1 ]
Miyaura, N [1 ]
机构
[1] HOKKAIDO UNIV,FAC ENGN,DIV MOL CHEM,SAPPORO,HOKKAIDO 060,JAPAN
关键词
ALKYNES;
D O I
10.1039/a700878c
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Bis(pinacolato)diboron selectively adds to terminal alkenes and cyclic alkenes having internal strain to provide bis(boryl)alkanes in 76-86% yields in the presence of a catalytic amount of Pt(dba)(2) at 50 degrees C.
引用
收藏
页码:689 / 690
页数:2
相关论文
共 9 条
[1]   TRANSITION-METAL-CATALYZED DIBORATION OF VINYLARENES [J].
BAKER, RT ;
NGUYEN, P ;
MARDER, TB ;
WESTCOTT, SA .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1995, 34 (12) :1336-1338
[2]   PALLADIUM(0)-CATALYZED THIOBORATION OF TERMINAL ALKYNES WITH 9-(ALKYLTHIO)-9-BORABICYCLO[3.3.1]NONANE DERIVATIVES - STEREOSELECTIVE SYNTHESIS OF VINYL SULFIDES VIA THE THIOBORATION CROSS-COUPLING SEQUENCE [J].
ISHIYAMA, T ;
NISHIJIMA, K ;
MIYAURA, N ;
SUZUKI, A .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (16) :7219-7225
[3]   Platinum(0)-catalyzed diboration of alkynes with tetrakis(alkoxo)diborons: An efficient and convenient approach to cis-bis(boryl) alkenes [J].
Ishiyama, T ;
Matsuda, N ;
Murata, M ;
Ozawa, F ;
Suzuki, A ;
Miyaura, N .
ORGANOMETALLICS, 1996, 15 (02) :713-720
[4]   Platinum(0)-catalysed diboration of alka-1,3-dienes with bis(pinacolato)diboron [J].
Ishiyama, T ;
Yamamoto, M ;
Miyaura, N .
CHEMICAL COMMUNICATIONS, 1996, (17) :2073-2074
[5]   PLATINUM(O)-CATALYZED DIBORATION OF ALKYNES [J].
ISHIYAMA, T ;
MATSUDA, N ;
MIYAURA, N ;
SUZUKI, A .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1993, 115 (23) :11018-11019
[6]   Mechanistic investigation of stoichiometric alkyne insertion into Pt-B bonds and related chemistry bearing on the catalytic diborylation of alkynes mediated by platinum(II) diboryl complexes [J].
Iverson, CN ;
Smith, MR .
ORGANOMETALLICS, 1996, 15 (24) :5155-5165
[7]   Synthesis and characterization of platinum(II)-bis(boryl) catalyst precursors for diboration of alkynes and diynes: Molecular structures of cis-[(PPh(3))(2)Pt(B-4-Bu(t)cat)(2)], cis-[(PPh(3))(2)Pt(Bcat)(2)], cis-[(dppe)Pt(Bcat)(2)], cis-[(dppb)Pt(Bcat)(2)], (E)-(4-MeOC(6)H(4))C(Bcat)=CH(Bcat), (Z)-(C6H5)C(Bcat)=C(C6H5)(Bcat), and (Z,Z)-(4-MeOC(6)H(4))C(Bcat)=C(Bcat)C(Bcat)=C(4-MeOC(6)H(4))(Bcat) (cat equals 1,2-O2C6H4; dppe equals Ph(2)PCH(2)CH(2)PPh(2); dppb equals Ph(2)P(CH2)(4)PPh(2)) [J].
Lesley, G ;
Nguyen, P ;
Taylor, NJ ;
Marder, TB ;
Scott, AJ ;
Clegg, W ;
Norman, NC .
ORGANOMETALLICS, 1996, 15 (24) :5137-5154
[8]   The chemistry of borylstannanes: Oxidative addition to palladium species and its application to palladium-catalyzed borylstannation of alkynes [J].
Onozawa, S ;
Hatanaka, Y ;
Sakakura, T ;
Shimada, S ;
Tanaka, M .
ORGANOMETALLICS, 1996, 15 (26) :5450-5452
[9]   Regio- and stereo-selective silaboration of alkynes catalysed by palladium and platinum complexes [J].
Suginome, M ;
Nakamura, H ;
Ito, Y .
CHEMICAL COMMUNICATIONS, 1996, (24) :2777-2778