Theoretical analysis of interactions affecting 1J (CH) NMR couplings in an sp3 hybridized carbon atom. Part 1. The exo-anomeric effect in 3-methoxy-1,2,4,5-tetroxane

It is studied how much and under which conditions the anomeric effect affects a 1J(CH) coupling constant. 3-Methoxy-1,2,4,5-tetroxane and related compounds are chosen as model systems. With the polarization propagator formalism the 1J(C3H) coupling is decomposed into contributions originated in diff...

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Autores principales: Peruchena, N.M., Contreras, R.H.
Formato: JOUR
Acceso en línea:http://hdl.handle.net/20.500.12110/paper_01661280_v338_n1-3_p25_Peruchena
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Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) de Universidad de Buenos Aires
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spelling todo:paper_01661280_v338_n1-3_p25_Peruchena2023-10-03T15:03:22Z Theoretical analysis of interactions affecting 1J (CH) NMR couplings in an sp3 hybridized carbon atom. Part 1. The exo-anomeric effect in 3-methoxy-1,2,4,5-tetroxane Peruchena, N.M. Contreras, R.H. It is studied how much and under which conditions the anomeric effect affects a 1J(CH) coupling constant. 3-Methoxy-1,2,4,5-tetroxane and related compounds are chosen as model systems. With the polarization propagator formalism the 1J(C3H) coupling is decomposed into contributions originated in different occupied and vacant localized molecular orbitals representing, respectively, bonds or lone pairs, and antibonding orbitals. It is found that, for a highly polar C-H bond, the anomeric effect increases the s character of its antibonding orbital, giving a large 1J(CH) coupling. Under these circumstances, the value of this coupling departs notably from the commonly accepted proportionality between onebond J(CH) couplings and the s character of its C-H bond. © 1995 Elsevier Science B.V. All rights reserved. JOUR info:eu-repo/semantics/openAccess http://creativecommons.org/licenses/by/2.5/ar http://hdl.handle.net/20.500.12110/paper_01661280_v338_n1-3_p25_Peruchena
institution Universidad de Buenos Aires
institution_str I-28
repository_str R-134
collection Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA)
description It is studied how much and under which conditions the anomeric effect affects a 1J(CH) coupling constant. 3-Methoxy-1,2,4,5-tetroxane and related compounds are chosen as model systems. With the polarization propagator formalism the 1J(C3H) coupling is decomposed into contributions originated in different occupied and vacant localized molecular orbitals representing, respectively, bonds or lone pairs, and antibonding orbitals. It is found that, for a highly polar C-H bond, the anomeric effect increases the s character of its antibonding orbital, giving a large 1J(CH) coupling. Under these circumstances, the value of this coupling departs notably from the commonly accepted proportionality between onebond J(CH) couplings and the s character of its C-H bond. © 1995 Elsevier Science B.V. All rights reserved.
format JOUR
author Peruchena, N.M.
Contreras, R.H.
spellingShingle Peruchena, N.M.
Contreras, R.H.
Theoretical analysis of interactions affecting 1J (CH) NMR couplings in an sp3 hybridized carbon atom. Part 1. The exo-anomeric effect in 3-methoxy-1,2,4,5-tetroxane
author_facet Peruchena, N.M.
Contreras, R.H.
author_sort Peruchena, N.M.
title Theoretical analysis of interactions affecting 1J (CH) NMR couplings in an sp3 hybridized carbon atom. Part 1. The exo-anomeric effect in 3-methoxy-1,2,4,5-tetroxane
title_short Theoretical analysis of interactions affecting 1J (CH) NMR couplings in an sp3 hybridized carbon atom. Part 1. The exo-anomeric effect in 3-methoxy-1,2,4,5-tetroxane
title_full Theoretical analysis of interactions affecting 1J (CH) NMR couplings in an sp3 hybridized carbon atom. Part 1. The exo-anomeric effect in 3-methoxy-1,2,4,5-tetroxane
title_fullStr Theoretical analysis of interactions affecting 1J (CH) NMR couplings in an sp3 hybridized carbon atom. Part 1. The exo-anomeric effect in 3-methoxy-1,2,4,5-tetroxane
title_full_unstemmed Theoretical analysis of interactions affecting 1J (CH) NMR couplings in an sp3 hybridized carbon atom. Part 1. The exo-anomeric effect in 3-methoxy-1,2,4,5-tetroxane
title_sort theoretical analysis of interactions affecting 1j (ch) nmr couplings in an sp3 hybridized carbon atom. part 1. the exo-anomeric effect in 3-methoxy-1,2,4,5-tetroxane
url http://hdl.handle.net/20.500.12110/paper_01661280_v338_n1-3_p25_Peruchena
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AT contrerasrh theoreticalanalysisofinteractionsaffecting1jchnmrcouplingsinansp3hybridizedcarbonatompart1theexoanomericeffectin3methoxy1245tetroxane
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