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1,1‐Organoboration of bis(trimethylstannyl)ethyne with trimethylsilyl‐ and dimethylsilyl‐dialkylboryl‐substituted alkenes: organometallic‐substituted allenes
Author(s) -
Wrackmeyer Bernd,
Tok Oleg L.,
Bhatti Moazzam H.,
Ali Saqib
Publication year - 2003
Publication title -
applied organometallic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.53
H-Index - 71
eISSN - 1099-0739
pISSN - 0268-2605
DOI - 10.1002/aoc.529
Subject(s) - chemistry , trimethylsilyl , allene , yield (engineering) , derivative (finance) , medicinal chemistry , group 2 organometallic chemistry , silylation , organic chemistry , catalysis , molecule , materials science , economics , financial economics , metallurgy
The reactions of bis(trimethylstannyl)ethyne, Me 3 Sn–CC–SnMe 3 ( 4 ), with trimethylsilyl‐ or dimethylsilyl‐dialkylboryl‐substituted alkenes 1 – 3 afford organometallic‐substituted allenes 5 , 6 and 8 , 9 in high yield. In the case of ( E )‐2‐trimethylsilyl‐3‐diethylboryl‐2‐pentene ( 1) , a butadiene derivative 7 could be detected as an intermediate prior to rearrangement into the allene. All reactions were monitored by 29 Si and 119 Sn NMR, and the products were characterized by an extensive NMR data set ( 1 H, 11 B, 13 C, 29 Si, 119 Sn NMR). Copyright © 2003 John Wiley & Sons, Ltd.