Open AccessBromination of silatranyl‐, germatranyl‐, silyl‐, and germyl‐phenylacetylenes
Author(s) -
Selina Anastasia A.,
Karlov Sergey S.,
Gauchenova Ekaterina V.,
Churakov Andrei V.,
Kuz'mina Lyudmila G.,
Howard Judith A. K.,
Lorberth Jörg,
Zaitseva Galina S.
Publication year - 2004
Publication title -
heteroatom chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.283
H-Index - 42
eISSN - 1098-1071
pISSN - 1042-7163
DOI - 10.1002/hc.10211
Subject(s) - chemistry , bromine , halogenation , tribromide , silylation , bromide , medicinal chemistry , tetra , crystal structure , crystallography , catalysis , organic chemistry
Reactions of element‐substituted alkynes R 3 MCCPh (R 3 M = Me 3 Si, Et 3 Si, Ph 3 Si, Et 3 Ge, n‐Bu 3 Sn, N(CH 2 CH 2 O) 3 Si, N(CH 2 CH 2 O) 3 Ge, N(CH 2 ‐CHMeO) 3 Ge, and N(CH 2 CH 2 O) 2 (CH 2 CHPhO)Ge) with bromine, tetra‐n‐butylammonium tribromide (TBAT), and N‐bromosuccinimide (NBS)/DMSO were investigated. The Z,E‐ratio of isomeric dibromoalkenes formed in bromination reaction with Br 2 and TBAT are discussed. The crystal structures of N(CH 2 CH 2 O) 3 SiCCPh and N(CH 2 CHMeO) 3 GeX (X = C CPh, C(Br)C(Br)Ph, C(Br 2 )C(O)Ph), and Ph 3 SiC(Br)C(Br)Ph are reported. © 2003 Wiley Periodicals, Inc. 15:43–56, 2004; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/.hc10211