Ab Initio Investigation of Hydrogen Bonding by Carbamates. Complexes including N-methyl methylcarbamate, N-phenyl methylcarbamate, dimethyl ether, and methyl acetate

Authors

M. Remko
Steve Scheiner, Utah State UniversityFollow

Document Type

Article

Journal/Book Title

Journal of Molecular Structure: TheoChem

Publication Date

12-1988

Publisher

Elsevier

Volume

181

Issue

1-2

First Page

19

Last Page

24

Abstract

Hydrogen bonds of the type NH··O which occur in interactions between N-methyl methyl carbamate or N-phenyl methylearbamate and (i) a second carbamate, (ii) an ester, and (iii) an ether are studied by ab initio methods using a minimal MINI-1 basis set. Of the three, the ether forms the strongest complex with a carbamate. Replacement of the methyl group bonded to the proton-donating N of the carbamate by a phenyl group leads to a somewhat stronger H-bond in all cases. The electron density patterns are typical of rearrangements that normally accompany H-bond formation.

Comments

http://www.sciencedirect.com/science/article/pii/0166128088800265

Publisher PDF is available for download through the link above.

Published by Elsevier in Journal of Molecular Structure.

Recommended Citation

Ab Initio Investigation of Hydrogen Bonding by Carbamates. Complexes including N-methyl methylcarbamate, N-phenyl methylcarbamate, dimethyl ether, and methyl acetate M. Remko and S. Scheiner J. Mol. Struct., Theochem, 1988 181, 19-24.