Hydrogen-bond basicity of secondary and tertiary amides, carbamates, ureas and lactams
Тип публикации: Journal Article
Дата публикации: 1992-01-01
SJR: —
CiteScore: —
Impact factor: —
ISSN: 03009580, 13645471, 1472779X
General Environmental Science
General Earth and Planetary Sciences
Краткое описание
The hydrogen-bond basicity scale pKHB(logarithm of the formation constant of 4-fluorophenol–base complexes in CCl4) has been measured for tertiary and secondary amides, carbonates, ureas and lactams. The hydrogen-bonding fixation site is the carbonyl group, even for the very hindered amide ButCON(C6H11)2. In the amides R1CONR2R3 the hydrogen-bond basicity is decreased more by bulky R1 substituents on the carbonyl carbon than by bulky R2 and R3 substituents on nitrogen. The field effect of X substituents operates more effectively on hydrogen-bond basicity than the resonance effect in the XCONMe2 series. The hydrogen-bond basicity is increased by six-membered cyclisation.
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ГОСТ
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Deniaud D. et al. Hydrogen-bond basicity of secondary and tertiary amides, carbamates, ureas and lactams // Journal of the Chemical Society Perkin Transactions 2. 1992. Vol. 12. p. 2091.
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Deniaud D., Laurence C., Lachkar A., Helbert M., Berthelot M. Hydrogen-bond basicity of secondary and tertiary amides, carbamates, ureas and lactams // Journal of the Chemical Society Perkin Transactions 2. 1992. Vol. 12. p. 2091.
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TY - JOUR
DO - 10.1039/p29920002091
UR - https://doi.org/10.1039/p29920002091
TI - Hydrogen-bond basicity of secondary and tertiary amides, carbamates, ureas and lactams
T2 - Journal of the Chemical Society Perkin Transactions 2
AU - Deniaud, David
AU - Laurence, Christian
AU - Lachkar, Abdeljalil
AU - Helbert, Maryvonne
AU - Berthelot, Michel
PY - 1992
DA - 1992/01/01
PB - Royal Society of Chemistry (RSC)
SP - 2091
IS - 12
SN - 0300-9580
SN - 1364-5471
SN - 1472-779X
ER -
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@article{1992_Deniaud,
author = {David Deniaud and Christian Laurence and Abdeljalil Lachkar and Maryvonne Helbert and Michel Berthelot},
title = {Hydrogen-bond basicity of secondary and tertiary amides, carbamates, ureas and lactams},
journal = {Journal of the Chemical Society Perkin Transactions 2},
year = {1992},
publisher = {Royal Society of Chemistry (RSC)},
month = {jan},
url = {https://doi.org/10.1039/p29920002091},
number = {12},
pages = {2091},
doi = {10.1039/p29920002091}
}