Rhodium-Catalyzed Isomerization and Alkyne Exchange Reactions of 1,4-Dithiins via the 1,2-Ethenedithiolato Rhodium Complex
Publication type: Journal Article
Publication date: 2018-09-13
scimago Q2
wos Q1
SJR: 0.676
CiteScore: 5.1
Impact factor: 2.9
ISSN: 02767333, 15206041
Organic Chemistry
Inorganic Chemistry
Physical and Theoretical Chemistry
Abstract
Rhodium-catalyzed isomerization and alkyne exchange reactions of 1,4-dithiines occurred by cleavage of two C–S bonds. The 2,5- and 2,6-disubstituted 1,4-dithiins underwent isomerization reactions in toluene at 110 °C, providing equilibrium mixtures of isomers. At 150 °C, the reaction of 1,4-dithiins and dimethyl acetylenedicarboxylate gave unsymmetric 2,3-di(methoxycarbonyl)-1,4-dithiins and 2,3-di(methoxycarbonyl)thiophenes, the latter of which were formed by desulfurization of the 1,4-dithiins. A related reaction of the alkyne and a 1,2-dithiete gave a 2,3-di(methoxycarbonyl)thiophene. These reactions are considered to involve 1,2-ethenedithiolato rhodium intermediates.
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Arisawa M. et al. Rhodium-Catalyzed Isomerization and Alkyne Exchange Reactions of 1,4-Dithiins via the 1,2-Ethenedithiolato Rhodium Complex // Organometallics. 2018. Vol. 37. No. 18. pp. 3174-3180.
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Arisawa M., Sawahata K., Ichikawa T., Yamaguchi M. Rhodium-Catalyzed Isomerization and Alkyne Exchange Reactions of 1,4-Dithiins via the 1,2-Ethenedithiolato Rhodium Complex // Organometallics. 2018. Vol. 37. No. 18. pp. 3174-3180.
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TY - JOUR
DO - 10.1021/acs.organomet.8b00498
UR - https://doi.org/10.1021/acs.organomet.8b00498
TI - Rhodium-Catalyzed Isomerization and Alkyne Exchange Reactions of 1,4-Dithiins via the 1,2-Ethenedithiolato Rhodium Complex
T2 - Organometallics
AU - Arisawa, Mieko
AU - Sawahata, Kyosuke
AU - Ichikawa, Takuya
AU - Yamaguchi, Masahiko
PY - 2018
DA - 2018/09/13
PB - American Chemical Society (ACS)
SP - 3174-3180
IS - 18
VL - 37
SN - 0276-7333
SN - 1520-6041
ER -
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BibTex (up to 50 authors)
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@article{2018_Arisawa,
author = {Mieko Arisawa and Kyosuke Sawahata and Takuya Ichikawa and Masahiko Yamaguchi},
title = {Rhodium-Catalyzed Isomerization and Alkyne Exchange Reactions of 1,4-Dithiins via the 1,2-Ethenedithiolato Rhodium Complex},
journal = {Organometallics},
year = {2018},
volume = {37},
publisher = {American Chemical Society (ACS)},
month = {sep},
url = {https://doi.org/10.1021/acs.organomet.8b00498},
number = {18},
pages = {3174--3180},
doi = {10.1021/acs.organomet.8b00498}
}
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MLA
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Arisawa, Mieko, et al. “Rhodium-Catalyzed Isomerization and Alkyne Exchange Reactions of 1,4-Dithiins via the 1,2-Ethenedithiolato Rhodium Complex.” Organometallics, vol. 37, no. 18, Sep. 2018, pp. 3174-3180. https://doi.org/10.1021/acs.organomet.8b00498.