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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Publicado: 1995
Acceso en línea:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_01661280_v338_n1-3_p25_Peruchena
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
id paper:paper_01661280_v338_n1-3_p25_Peruchena
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spelling paper:paper_01661280_v338_n1-3_p25_Peruchena2023-06-08T15:15:17Z 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 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. 1995 https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_01661280_v338_n1-3_p25_Peruchena 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.
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
spellingShingle 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
publishDate 1995
url https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_01661280_v338_n1-3_p25_Peruchena
http://hdl.handle.net/20.500.12110/paper_01661280_v338_n1-3_p25_Peruchena
_version_ 1768544175252307968

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