Nuclear magnetic resonance and PCILO study of the side-chain conformations in m-anisaldehyde and 2,5-dimethoxybenzaldehyde

A meta effect on the methoxy-group conformation is studied from both an experimental and a theoretical point of view. Experimental NMR data show that, while in m-anisaldehyde (I) both side-chain groups undergo a restricted rotation, in 2,5-dimethoxybenzaldehyde (II) the methoxy group in ring positio...

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Autores principales: Natiello, M.A., Contreras, R.H., Facelli, J.C., De Kowalewski, D.G.
Formato: JOUR
Acceso en línea:http://hdl.handle.net/20.500.12110/paper_00223654_v87_n14_p2603_Natiello
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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_00223654_v87_n14_p2603_Natiello2023-10-03T14:32:10Z Nuclear magnetic resonance and PCILO study of the side-chain conformations in m-anisaldehyde and 2,5-dimethoxybenzaldehyde Natiello, M.A. Contreras, R.H. Facelli, J.C. De Kowalewski, D.G. A meta effect on the methoxy-group conformation is studied from both an experimental and a theoretical point of view. Experimental NMR data show that, while in m-anisaldehyde (I) both side-chain groups undergo a restricted rotation, in 2,5-dimethoxybenzaldehyde (II) the methoxy group in ring position 5 is held fixed in a cis conformation with respect to the aldehyde group, which, in turn, presents a carbonyl cis conformation toward that methoxy group. PCILO calculations follow quite closely, in a qualitative sense, all observed trends. © 1983 American Chemical Society. JOUR info:eu-repo/semantics/openAccess http://creativecommons.org/licenses/by/2.5/ar http://hdl.handle.net/20.500.12110/paper_00223654_v87_n14_p2603_Natiello
institution Universidad de Buenos Aires
institution_str I-28
repository_str R-134
collection Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA)
description A meta effect on the methoxy-group conformation is studied from both an experimental and a theoretical point of view. Experimental NMR data show that, while in m-anisaldehyde (I) both side-chain groups undergo a restricted rotation, in 2,5-dimethoxybenzaldehyde (II) the methoxy group in ring position 5 is held fixed in a cis conformation with respect to the aldehyde group, which, in turn, presents a carbonyl cis conformation toward that methoxy group. PCILO calculations follow quite closely, in a qualitative sense, all observed trends. © 1983 American Chemical Society.
format JOUR
author Natiello, M.A.
Contreras, R.H.
Facelli, J.C.
De Kowalewski, D.G.
spellingShingle Natiello, M.A.
Contreras, R.H.
Facelli, J.C.
De Kowalewski, D.G.
Nuclear magnetic resonance and PCILO study of the side-chain conformations in m-anisaldehyde and 2,5-dimethoxybenzaldehyde
author_facet Natiello, M.A.
Contreras, R.H.
Facelli, J.C.
De Kowalewski, D.G.
author_sort Natiello, M.A.
title Nuclear magnetic resonance and PCILO study of the side-chain conformations in m-anisaldehyde and 2,5-dimethoxybenzaldehyde
title_short Nuclear magnetic resonance and PCILO study of the side-chain conformations in m-anisaldehyde and 2,5-dimethoxybenzaldehyde
title_full Nuclear magnetic resonance and PCILO study of the side-chain conformations in m-anisaldehyde and 2,5-dimethoxybenzaldehyde
title_fullStr Nuclear magnetic resonance and PCILO study of the side-chain conformations in m-anisaldehyde and 2,5-dimethoxybenzaldehyde
title_full_unstemmed Nuclear magnetic resonance and PCILO study of the side-chain conformations in m-anisaldehyde and 2,5-dimethoxybenzaldehyde
title_sort nuclear magnetic resonance and pcilo study of the side-chain conformations in m-anisaldehyde and 2,5-dimethoxybenzaldehyde
url http://hdl.handle.net/20.500.12110/paper_00223654_v87_n14_p2603_Natiello
work_keys_str_mv AT natielloma nuclearmagneticresonanceandpcilostudyofthesidechainconformationsinmanisaldehydeand25dimethoxybenzaldehyde
AT contrerasrh nuclearmagneticresonanceandpcilostudyofthesidechainconformationsinmanisaldehydeand25dimethoxybenzaldehyde
AT facellijc nuclearmagneticresonanceandpcilostudyofthesidechainconformationsinmanisaldehydeand25dimethoxybenzaldehyde
AT dekowalewskidg nuclearmagneticresonanceandpcilostudyofthesidechainconformationsinmanisaldehydeand25dimethoxybenzaldehyde
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