Palladium and platinum catalyzed hydroselenation of alkynes: Se-H vs Se-Se addition to C≡C bond
Publication type: Journal Article
Publication date: 2003-08-01
scimago Q3
wos Q2
SJR: 0.385
CiteScore: 4.1
Impact factor: 2.4
ISSN: 0022328X, 18728561
Materials Chemistry
Organic Chemistry
Biochemistry
Inorganic Chemistry
Physical and Theoretical Chemistry
Abstract
Abstract A mechanistic study of the hydroselenation of alkynes catalyzed by Pd(PPh3)4 and Pt(PPh3)4 has shown that the palladium complex gives products of both SeH and SeSe bond addition to the triple bond of alkynes, while the platinum complex selectively catalyzes SeH bond addition. The key intermediate of PhSeH addition to the metal center, namely Pt(H)(SePh)(PPh3)2, was detected by 1H-NMR spectroscopy. The analogous palladium complex rapidly decomposes with evolution of molecular hydrogen. A convenient method was developed for the preparation of Markovnikov hydroselenation products H2CC(SePh)R, and the scope of this reaction was investigated. The first X-ray structure of the Markovnikov product H2CC(SePh)CH2N+HMe2·HOOCCOO− is reported.
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62
Total citations:
62
Citations from 2024:
4
(6.45%)
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GOST
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Malyshev D. A. et al. Palladium and platinum catalyzed hydroselenation of alkynes: Se-H vs Se-Se addition to C≡C bond // Journal of Organometallic Chemistry. 2003. Vol. 679. No. 2. pp. 162-172.
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Ananikov V. P., Malyshev D. A., Aleksandrov G. G., Beletskaya I. P., Eremenko I. L. Palladium and platinum catalyzed hydroselenation of alkynes: Se-H vs Se-Se addition to C≡C bond // Journal of Organometallic Chemistry. 2003. Vol. 679. No. 2. pp. 162-172.
Cite this
RIS
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TY - JOUR
DO - 10.1016/S0022-328X(03)00546-1
UR - https://doi.org/10.1016/S0022-328X(03)00546-1
TI - Palladium and platinum catalyzed hydroselenation of alkynes: Se-H vs Se-Se addition to C≡C bond
T2 - Journal of Organometallic Chemistry
AU - Ananikov, Valentine P.
AU - Malyshev, Denis A
AU - Aleksandrov, Grigory G.
AU - Beletskaya, Irina P.
AU - Eremenko, Igor L.
PY - 2003
DA - 2003/08/01
PB - Elsevier
SP - 162-172
IS - 2
VL - 679
SN - 0022-328X
SN - 1872-8561
ER -
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BibTex (up to 50 authors)
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@article{2003_Malyshev,
author = {Valentine P. Ananikov and Denis A Malyshev and Grigory G. Aleksandrov and Irina P. Beletskaya and Igor L. Eremenko},
title = {Palladium and platinum catalyzed hydroselenation of alkynes: Se-H vs Se-Se addition to C≡C bond},
journal = {Journal of Organometallic Chemistry},
year = {2003},
volume = {679},
publisher = {Elsevier},
month = {aug},
url = {https://doi.org/10.1016/S0022-328X(03)00546-1},
number = {2},
pages = {162--172},
doi = {10.1016/S0022-328X(03)00546-1}
}
Cite this
MLA
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Malyshev, Denis A., et al. “Palladium and platinum catalyzed hydroselenation of alkynes: Se-H vs Se-Se addition to C≡C bond.” Journal of Organometallic Chemistry, vol. 679, no. 2, Aug. 2003, pp. 162-172. https://doi.org/10.1016/S0022-328X(03)00546-1.