Nucleophilic Acyl Substitution of Acyl Diimides
journal contribution
posted on 2023-05-17, 02:04 authored by Amos, RIJ, Schiesser, CH, Jason SmithJason Smith, Brian YatesBrian Yates(Figure Presented) The nucleophilic acyl substitution of the acyl diimide intermediate formed by the oxidation of isoniazid was found to involve two methanol molecules in a six-membered cyclic transition state. Calculations were performed in the gas phase at the B3LYP/6-311 + G(d,p)//B3LYP/6-31G(d) level of theory and solvation effects were included both explicitly and implicitly by using CPCM. The effect of electron withdrawing and donating groups on the aryl ring was also explored. The results obtained are in good agreement with experimental observations for the oxidation of isoniazid. © 2009 American Chemical Society.
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Publication title
Journal of Organic ChemistryVolume
74Issue
15Pagination
5707-5710ISSN
0022-3263Department/School
School of Natural SciencesPublisher
Amer Chemical SocPlace of publication
1155 16Th St, Nw, Washington, USA, Dc, 20036Rights statement
Copyright 2009 American Chemical SocietyRepository Status
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