THEORETICAL INVESTIGATION OF THE RELATIONSHIP BETWEEN PROTON NMR CHEMICAL-SHIFT AND HYDROGEN-BOND STRENGTH

Authors
KUMAR GA MCALLISTER MA
Citation
Ga. Kumar et Ma. Mcallister, THEORETICAL INVESTIGATION OF THE RELATIONSHIP BETWEEN PROTON NMR CHEMICAL-SHIFT AND HYDROGEN-BOND STRENGTH, Journal of organic chemistry, 63(20), 1998, pp. 6968-6972
Citations number
67
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of organic chemistry → ACNP
ISSN journal
00223263
Volume
63
Issue
20
Year of publication
1998
Pages
6968 - 6972
Database
ISI
SICI code
0022-3263(1998)63:20<6968:TIOTRB>2.0.ZU;2-2
Abstract
Hartree-Fock, Moller-Plesset, and DFT (BLYP, B3LYP) calculations have been carried out using the 6-31+G(d,p) basis set to study the relation ship between calculated H-1 NMR chemical shifts and calculated hydroge n bond strengths in several model low-barrier hydrogen band complexes. For both the formic acid-substituted formate anion and enol-substitut ed enolate anion model systems, we find an excellent linear correlatio n between calculated hydrogen bond strength and predicted H-1 NMR chem ical shift, with an average slope of 1.5 kcal/mol per ppm chemical shi ft.