Open Access
Rhodium-Catalyzed Trans-Bis-Silylation Reactions of 2-Ethynyl-3-pentamethyldisilanylpyridines
1
Department of Life Science, Kurashiki University of Science and the Arts, Nishinoura, Tsurajima-cho, Kurashiki 712-8505, Okayama, Japan
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Publication type: Journal Article
Publication date: 2023-04-07
PubMed ID:
37110518
Organic Chemistry
Drug Discovery
Physical and Theoretical Chemistry
Pharmaceutical Science
Molecular Medicine
Analytical Chemistry
Chemistry (miscellaneous)
Abstract
Rhodium-catalyzed reactions of 2-ethynyl-3-pentamethyldisilanylpyridine derivatives (1 and 2) are reported. The reactions of compounds 1 and 2 in the presence of catalytic amounts of rhodium complexes at 110 °C gave the corresponding pyridine-fused siloles (3) and (4) through intramolecular trans-bis-silylation cyclization. The reaction of 2-bromo-3-(1,1,2,2,2-pentamethyldisilanyl)pyridine with 3-phenyl-1-propyne in the presence of PdCl2(PPh3)2-CuI catalysts afforded 1:2 bis-silylation adduct 6. DFT calculations were also performed to understand the reaction mechanism for the production of compound 3 from compound 1.
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Naka A., Kobayashi H. Rhodium-Catalyzed Trans-Bis-Silylation Reactions of 2-Ethynyl-3-pentamethyldisilanylpyridines // Molecules. 2023. Vol. 28. No. 8. p. 3284.
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Naka A., Kobayashi H. Rhodium-Catalyzed Trans-Bis-Silylation Reactions of 2-Ethynyl-3-pentamethyldisilanylpyridines // Molecules. 2023. Vol. 28. No. 8. p. 3284.
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TY - JOUR
DO - 10.3390/molecules28083284
UR - https://doi.org/10.3390/molecules28083284
TI - Rhodium-Catalyzed Trans-Bis-Silylation Reactions of 2-Ethynyl-3-pentamethyldisilanylpyridines
T2 - Molecules
AU - Naka, Akinobu
AU - Kobayashi, Hisayoshi
PY - 2023
DA - 2023/04/07
PB - MDPI
SP - 3284
IS - 8
VL - 28
PMID - 37110518
SN - 1420-3049
ER -
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BibTex (up to 50 authors)
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@article{2023_Naka,
author = {Akinobu Naka and Hisayoshi Kobayashi},
title = {Rhodium-Catalyzed Trans-Bis-Silylation Reactions of 2-Ethynyl-3-pentamethyldisilanylpyridines},
journal = {Molecules},
year = {2023},
volume = {28},
publisher = {MDPI},
month = {apr},
url = {https://doi.org/10.3390/molecules28083284},
number = {8},
pages = {3284},
doi = {10.3390/molecules28083284}
}
Cite this
MLA
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Naka, Akinobu, and Hisayoshi Kobayashi. “Rhodium-Catalyzed Trans-Bis-Silylation Reactions of 2-Ethynyl-3-pentamethyldisilanylpyridines.” Molecules, vol. 28, no. 8, Apr. 2023, p. 3284. https://doi.org/10.3390/molecules28083284.