TRANSITION-METAL-CATALYZED ADDITION OF CATECHOLBORANE TO ALPHA-SUBSTITUTED VINYLARENES - HYDROBORATION VS DEHYDROGENATIVE BORYLATION

被引：124

作者：

WESTCOTT, SA

MARDER, TB

BAKER, RT

机构：

[1] UNIV WATERLOO,DEPT CHEM,WATERLOO N2L 3G1,ONTARIO,CANADA

[2] DUPONT CO,CENT RES & DEV,SCI & ENGN LABS,WILMINGTON,DE 19880

来源：

ORGANOMETALLICS | 1993年 / 12卷 / 03期

关键词：

D O I：

10.1021/om00027a058

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

Addition of catecholborane to vinylarenes in the presence of Wilkinson's catalyst, [RhCl(PPh3)3], gives Markovnikov hydroboration products exclusively, whereas the corresponding reaction with alpha-substituted vinylarenes gives good yields of vinylboronate esters resulting from dehydrogenative borylation.

引用

页码：975 / 979

页数：5

共 38 条

[1] [Anonymous], 2007, INORG SYN
[2] PREPARATION OF SOLUBLE MIXED-LIGAND RHODIUM HYDROGENATION CATALYSTS BY REDUCTION OF DIOXYGENRHODIUM COMPLEXES
AUGUSTINE, RL
PELLET, RJ
[J]. JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1979, (05): : 832 - 839
[3] REACTIONS OF THEOXYLBORANE WITH (PHOSPHINE)RHODIUM HYDRIDE, ALKYL, AND ALLYL COMPLEXES
BAKER, RT
OVENALL, DW
HARLOW, RL
WESTCOTT, SA
TAYLOR, NJ
MARDER, TB
[J]. ORGANOMETALLICS, 1990, 9 (12) : 3028 - 3030
[4] BORYLIRIDIUM AND BORAETHYLIRIDIUM COMPLEXES FAC-[IRH2(PME3)3(BRR')] AND FAC-[IRH(PME3)3(ETA-2-CH2BHRR')]
BAKER, RT
OVENALL, DW
CALABRESE, JC
WESTCOTT, SA
TAYLOR, NJ
WILLIAMS, ID
MARDER, TB
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1990, 112 (25) : 9399 - 9400
[5] BAKER RT, IN PRESS J AM CHEM S
[6] THE REACTIONS OF A SECONDARY PHOSPHITE WITH CHLORO-2,4-DIONATO AND PENTAN-2,4-DIONATO COMPLEXES OF IRIDIUM(I) AND RHODIUM(I)
BENNETT, MA
MITCHELL, TRB
[J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 1985, 295 (02) : 223 - 231
[7] CATALYTIC ASYMMETRIC HYDROBORATION WITH OXAZABOROLIDINES
BROWN, JM
LLOYDJONES, GC
[J]. TETRAHEDRON-ASYMMETRY, 1990, 1 (12) : 869 - 872
[8] VINYLBORANE FORMATION IN RHODIUM-CATALYZED HYDROBORATIONS - LIGAND-FREE HOMOGENEOUS CATALYSIS
BROWN, JM
LLOYDJONES, GC
[J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1992, (09) : 710 - 712
[9] TRANSITION-METAL-PROMOTED HYDROBORATIONS OF ALKENES, EMERGING METHODOLOGY FOR ORGANIC TRANSFORMATIONS
BURGESS, K
OHLMEYER, MJ
[J]. CHEMICAL REVIEWS, 1991, 91 (06) : 1179 - 1191
[10] REACTIONS OF CATECHOLBORANE WITH WILKINSON CATALYST - IMPLICATIONS FOR TRANSITION METAL-CATALYZED HYDROBORATIONS OF ALKENES
BURGESS, K
VANDERDONK, WA
WESTCOTT, SA
MARDER, TB
BAKER, RT
CALABRESE, JC
[J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1992, 114 (24) : 9350 - 9359

← 1 2 3 4 →