Next Article in Journal
A Short Synthesis of Bisabolane Sesquiterpenes
Previous Article in Journal
Synthesis and NMR-Study of the 2,3,4,5-Tetraethylsilole Dianion [SiC4Et4]2−•2[Li]+
Molecules 2011, 16(9), 8041-8052; doi:10.3390/molecules16098041
Communication

Intramolecular C-H···O Hydrogen Bonding in 1,4-Dihydropyridine Derivatives

* ,
,
,
,
,
 and
Latvian Institute of Organic Synthesis Aizkraukles 21 Street, Riga LV-1006, Latvia
* Author to whom correspondence should be addressed.
Received: 26 July 2011 / Revised: 8 September 2011 / Accepted: 9 September 2011 / Published: 19 September 2011
Download PDF [562 KB, uploaded 18 June 2014]

Abstract

The diastereotopy of the methylene protons at positions 2 and 6 in 1,4-dihydropiridine derivatives with various substituents has been investigated. NMR spectroscopy and quantum chemistry calculations show that the CH···O intramolecular hydrogen bond is one of the factors amplifying the chemical shift differences in the 1H-NMR spectra.
Keywords: 1,4-dihydropyridines; bromination; nucleophilic substitution; hydrogen bond; NMR spectra; quantum chemical calculations 1,4-dihydropyridines; bromination; nucleophilic substitution; hydrogen bond; NMR spectra; quantum chemical calculations
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Share & Cite This Article

Export to BibTeX |
EndNote


MDPI and ACS Style

Petrova, M.; Muhamadejev, R.; Vigante, B.; Cekavicus, B.; Plotniece, A.; Duburs, G.; Liepinsh, E. Intramolecular C-H···O Hydrogen Bonding in 1,4-Dihydropyridine Derivatives. Molecules 2011, 16, 8041-8052.

View more citation formats

Supplement

Related Articles

Article Metrics

Comments

Citing Articles

[Return to top]
Molecules EISSN 1420-3049 Published by MDPI AG, Basel, Switzerland RSS E-Mail Table of Contents Alert