Mechanism of catalytic addition of benzeneselenol to alkynes
Publication type: Journal Article
Publication date: 2002-01-01
scimago Q4
wos Q4
SJR: 0.190
CiteScore: 1.3
Impact factor: 0.9
ISSN: 10704280, 16083393
Organic Chemistry
Abstract
Addition of benzeneselenol to terminal alkynes HCÍÄCR, catalyzed by Pd(0) complexes, leads to formation of mixtures of mono- and bis(phenylseleno)alkenes, depending on the nature of the R substituent. Electron-donor groups (R = Bu, CH2OH, CH2NMe2) give rise to addition according to the Markownikoff rule, whereas from alkynes with electron-acceptor groups (R = Ph, COOMe) mixtures of products are formed as a result of side reactions. A probable reaction mechanism includes oxidative addition of benzeneselenol to the metal, alkyne insertion into the PdÄSe bond, and reductive elimination.
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Ananikov V. P., Malyshev D. A., Beletskaya I. P. Mechanism of catalytic addition of benzeneselenol to alkynes // Russian Journal of Organic Chemistry. 2002. Vol. 38. No. 10. pp. 1475-1478.
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Ananikov V. P., Malyshev D. A., Beletskaya I. P. Mechanism of catalytic addition of benzeneselenol to alkynes // Russian Journal of Organic Chemistry. 2002. Vol. 38. No. 10. pp. 1475-1478.
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TY - JOUR
DO - 10.1023/A:1022500420741
UR - https://doi.org/10.1023/A:1022500420741
TI - Mechanism of catalytic addition of benzeneselenol to alkynes
T2 - Russian Journal of Organic Chemistry
AU - Ananikov, V P
AU - Malyshev, D A
AU - Beletskaya, I P
PY - 2002
DA - 2002/01/01
PB - Pleiades Publishing
SP - 1475-1478
IS - 10
VL - 38
SN - 1070-4280
SN - 1608-3393
ER -
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BibTex (up to 50 authors)
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@article{2002_Ananikov,
author = {V P Ananikov and D A Malyshev and I P Beletskaya},
title = {Mechanism of catalytic addition of benzeneselenol to alkynes},
journal = {Russian Journal of Organic Chemistry},
year = {2002},
volume = {38},
publisher = {Pleiades Publishing},
month = {jan},
url = {https://doi.org/10.1023/A:1022500420741},
number = {10},
pages = {1475--1478},
doi = {10.1023/A:1022500420741}
}
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MLA
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Ananikov, V. P., et al. “Mechanism of catalytic addition of benzeneselenol to alkynes.” Russian Journal of Organic Chemistry, vol. 38, no. 10, Jan. 2002, pp. 1475-1478. https://doi.org/10.1023/A:1022500420741.
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