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Conformational dynamics of substituted N-acetyl-N-phenylbenzylamines. 1H-DNMR and AM1-MO study

Professor Guidedc.contributor.advisorJullian, Carolina
Authordc.contributor.authorWeiss López, Boris 
Authordc.contributor.authorSaitz Barría, Claudio 
Authordc.contributor.authorPessoa Mahana, Hernán 
Authordc.contributor.authorValderrama, Jaime 
Authordc.contributor.authorAraya Maturana, Ramiro 
Admission datedc.date.accessioned2018-12-20T14:11:19Z
Available datedc.date.available2018-12-20T14:11:19Z
Publication datedc.date.issued2001
Cita de ítemdc.identifier.citationBoletin de la Sociedad Chilena de Quimica, Volumen 46, Issue 3, 2018, Pages 261-269
Identifierdc.identifier.issn03661644
Identifierdc.identifier.urihttp://repositorio.uchile.cl/handle/2250/154555
Abstractdc.description.abstractActivation parameters for the rotation around the methylene-nitrogen single bond found in a series of four 2,2'-disubstituted N-acetyl-N-phenylbenzylamines, dissolved in DMSO-d6, were measured employing the temperature dependence of the 1H-NMR spectrum lineshape between 340 and 400 K. The results are : (I) 2 - [N-acetyl -N- (2-acetamidophenyl) aminomethyl]phenylacetate AG-=79.9±2.0 kJ/mol (370K), AH'=96.2±6.0 kJ/mol and AS'=+45±20 J/Kmol; (II) 2 [N - acetyl - N - (2-acetyloxybenzyl)amino]benzylacetate AG'=82.0±2.0 kJ/mol (370K), AH-=79.1±6.0 kcal/mol and AS'=-8±20 J/Kmol; (III) 2 - [N - Acetyl - N - (2nitrobenzyl)amino]benzylacetate AG'=80.8±2.0 kJ/mol (380K), AH=60.7±6.0 kcal/mol and AS=-53±20 J/Kmol; (IV) 2-[N-Acetyl-N-(2-acetyloxybenzyl)amino]phenylacetate AG-=77.0±2.0 kJ/mol (370K), AH'=65.3±6.0 kJ/mol and AS'=-32±20 J/Kmol. Substitution at positions 2 and 2' with bulky groups appears to be essential to freeze the gauche structure at room temperature and consequently, the main cont
Lenguagedc.language.isoen
Type of licensedc.rightsAttribution-NonCommercial-NoDerivs 3.0 Chile
Link to Licensedc.rights.urihttp://creativecommons.org/licenses/by-nc-nd/3.0/cl/
Sourcedc.sourceBoletin de la Sociedad Chilena de Quimica
Keywordsdc.subjectConformational dynamics
Keywordsdc.subjectN-acetyphenylbenzylamines
Títulodc.titleConformational dynamics of substituted N-acetyl-N-phenylbenzylamines. 1H-DNMR and AM1-MO study
Document typedc.typeArtículo de revista
Catalogueruchile.catalogadorSCOPUS
Indexationuchile.indexArtículo de publicación SCOPUS
uchile.cosechauchile.cosechaSI


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Attribution-NonCommercial-NoDerivs 3.0 Chile
Except where otherwise noted, this item's license is described as Attribution-NonCommercial-NoDerivs 3.0 Chile