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Rotational Isomerism of an Amide Substituted Squaraine Dye: A Combined Spectroscopic and Computational Study.
Rösch, Andreas T; Söntjens, Serge H M; Robben, Jorn; Palmans, Anja R A; Schnitzer, Tobias.
Afiliação
  • Rösch AT; Laboratory of Macromolecular and Organic Chemistry, and Institute for Complex Molecular Systems, Department of Chemical Engineering and Chemistry, Eindhoven University of Technology, P.O. Box 513, 5600 MB Eindhoven, The Netherlands.
  • Söntjens SHM; Laboratory of Macromolecular and Organic Chemistry, and Institute for Complex Molecular Systems, Department of Chemical Engineering and Chemistry, Eindhoven University of Technology, P.O. Box 513, 5600 MB Eindhoven, The Netherlands.
  • Robben J; Laboratory of Macromolecular and Organic Chemistry, and Institute for Complex Molecular Systems, Department of Chemical Engineering and Chemistry, Eindhoven University of Technology, P.O. Box 513, 5600 MB Eindhoven, The Netherlands.
  • Palmans ARA; Laboratory of Macromolecular and Organic Chemistry, and Institute for Complex Molecular Systems, Department of Chemical Engineering and Chemistry, Eindhoven University of Technology, P.O. Box 513, 5600 MB Eindhoven, The Netherlands.
  • Schnitzer T; Laboratory of Macromolecular and Organic Chemistry, and Institute for Complex Molecular Systems, Department of Chemical Engineering and Chemistry, Eindhoven University of Technology, P.O. Box 513, 5600 MB Eindhoven, The Netherlands.
J Org Chem ; 86(18): 13100-13103, 2021 Sep 17.
Article em En | MEDLINE | ID: mdl-34469161
ABSTRACT
The conformational analysis of a 2,4-bis(4-dialkylamino-2-amido)phenyl squaraine dye revealed the presence of two rotational isomers at room temperature. Combination of spectroscopic and computational techniques showed that the rotational barrier is influenced by hydrogen bonds between the amido substituents and the oxygen atoms at the quadratic core. Even small amounts of trifluoroacetic acid interfered with the intramolecular hydrogen bond formation and accelerated the interconversion of the conformers.
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Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Ano de publicação: 2021 Tipo de documento: Article
Texto completo
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Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Idioma: En Ano de publicação: 2021 Tipo de documento: Article