Bromination of silatranyl-, germatranyl-, silyl-, and germyl-phenylacetylenes |
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| Authors: | Anastasia A. Selina Sergey S. Karlov Ekaterina V. Gauchenova Andrei V. Churakov Lyudmila G. Kuz'mina Judith A. K. Howard Jörg Lorberth Galina S. Zaitseva |
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| Affiliation: | 1. Chemistry Department, Moscow State University, Moscow, Russia;2. Institute of General and Inorganic Chemistry, Russian Academy of Science, Moscow, Russia;3. Department of Chemistry, Science Laboratories, University of Durham, Durham, England;4. Fachbereich Chemie, Philipps-Universität Marburg, Marburg, Germany |
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| Abstract: | Reactions of element-substituted alkynes R3MCCPh (R3M = Me3Si, Et3Si, Ph3Si, Et3Ge, n-Bu3Sn, N(CH2CH2O)3Si, N(CH2CH2O)3Ge, N(CH2-CHMeO)3Ge, and N(CH2CH2O)2(CH2CHPhO)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 Br2 and TBAT are discussed. The crystal structures of N(CH2CH2O)3SiCCPh and N(CH2CHMeO)3GeX (X = C CPh, C(Br)C(Br)Ph, C(Br2)C(O)Ph), and Ph3SiC(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 |
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