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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1983
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Acceso en línea: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00223654_v87_n14_p2603_Natiello http://hdl.handle.net/20.500.12110/paper_00223654_v87_n14_p2603_Natiello |
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paper:paper_00223654_v87_n14_p2603_Natiello2023-06-08T14:50:11Z 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 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. 1983 https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00223654_v87_n14_p2603_Natiello 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. |
title |
Nuclear magnetic resonance and PCILO study of the side-chain conformations in m-anisaldehyde and 2,5-dimethoxybenzaldehyde |
spellingShingle |
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 |
publishDate |
1983 |
url |
https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00223654_v87_n14_p2603_Natiello http://hdl.handle.net/20.500.12110/paper_00223654_v87_n14_p2603_Natiello |
_version_ |
1768544854905716736 |