Ab initio and 17O NMR study of aromatic compounds with dicoordinate oxygen atoms. 1. Methoxy- and (methylenedioxy)benzene derivatives

17O NMR data at natural abundance in toluene-d8 at 74°C were obtained for aromatic compounds containing methoxy and methylenedioxy groups as side-chains substituents. 17O chemical shifts of this series of compounds are significantly influenced by both electronic and steric effects. Ortho electronic...

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Autores principales: Biekofsky, R.R., Pomilio, A.B., Contreras, R.H., Orendt, A.M., Facelli, J.C.
Formato: JOUR
Acceso en línea:http://hdl.handle.net/20.500.12110/paper_00223654_v94_n19_p7418_Biekofsky
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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_v94_n19_p7418_Biekofsky2023-10-03T14:32:11Z Ab initio and 17O NMR study of aromatic compounds with dicoordinate oxygen atoms. 1. Methoxy- and (methylenedioxy)benzene derivatives Biekofsky, R.R. Pomilio, A.B. Contreras, R.H. Orendt, A.M. Facelli, J.C. 17O NMR data at natural abundance in toluene-d8 at 74°C were obtained for aromatic compounds containing methoxy and methylenedioxy groups as side-chains substituents. 17O chemical shifts of this series of compounds are significantly influenced by both electronic and steric effects. Ortho electronic and steric substituent chemical shift effects for methoxy and methylenedioxy groups were estimated. Ab initio calculations at the 4-31G level were used to determine geometries of the compounds to gain insight into the structural aspects of these compounds. A correlation between the calculated bond orders, PCAr-O, and the 17O chemical shift was found. © 1990 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_v94_n19_p7418_Biekofsky
institution Universidad de Buenos Aires
institution_str I-28
repository_str R-134
collection Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA)
description 17O NMR data at natural abundance in toluene-d8 at 74°C were obtained for aromatic compounds containing methoxy and methylenedioxy groups as side-chains substituents. 17O chemical shifts of this series of compounds are significantly influenced by both electronic and steric effects. Ortho electronic and steric substituent chemical shift effects for methoxy and methylenedioxy groups were estimated. Ab initio calculations at the 4-31G level were used to determine geometries of the compounds to gain insight into the structural aspects of these compounds. A correlation between the calculated bond orders, PCAr-O, and the 17O chemical shift was found. © 1990 American Chemical Society.
format JOUR
author Biekofsky, R.R.
Pomilio, A.B.
Contreras, R.H.
Orendt, A.M.
Facelli, J.C.
spellingShingle Biekofsky, R.R.
Pomilio, A.B.
Contreras, R.H.
Orendt, A.M.
Facelli, J.C.
Ab initio and 17O NMR study of aromatic compounds with dicoordinate oxygen atoms. 1. Methoxy- and (methylenedioxy)benzene derivatives
author_facet Biekofsky, R.R.
Pomilio, A.B.
Contreras, R.H.
Orendt, A.M.
Facelli, J.C.
author_sort Biekofsky, R.R.
title Ab initio and 17O NMR study of aromatic compounds with dicoordinate oxygen atoms. 1. Methoxy- and (methylenedioxy)benzene derivatives
title_short Ab initio and 17O NMR study of aromatic compounds with dicoordinate oxygen atoms. 1. Methoxy- and (methylenedioxy)benzene derivatives
title_full Ab initio and 17O NMR study of aromatic compounds with dicoordinate oxygen atoms. 1. Methoxy- and (methylenedioxy)benzene derivatives
title_fullStr Ab initio and 17O NMR study of aromatic compounds with dicoordinate oxygen atoms. 1. Methoxy- and (methylenedioxy)benzene derivatives
title_full_unstemmed Ab initio and 17O NMR study of aromatic compounds with dicoordinate oxygen atoms. 1. Methoxy- and (methylenedioxy)benzene derivatives
title_sort ab initio and 17o nmr study of aromatic compounds with dicoordinate oxygen atoms. 1. methoxy- and (methylenedioxy)benzene derivatives
url http://hdl.handle.net/20.500.12110/paper_00223654_v94_n19_p7418_Biekofsky
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AT pomilioab abinitioand17onmrstudyofaromaticcompoundswithdicoordinateoxygenatoms1methoxyandmethylenedioxybenzenederivatives
AT contrerasrh abinitioand17onmrstudyofaromaticcompoundswithdicoordinateoxygenatoms1methoxyandmethylenedioxybenzenederivatives
AT orendtam abinitioand17onmrstudyofaromaticcompoundswithdicoordinateoxygenatoms1methoxyandmethylenedioxybenzenederivatives
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