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The Curious Case of 2-Propyl-1H-benzimidazole in the Solid State: An Experimental and Theoretical Study.

作者信息

Quesada-Moreno María Mar, Cruz-Cabeza Aurora J, Avilés-Moreno Juan Ramón, Cabildo Pilar, Claramunt Rosa M, Alkorta Ibon, Elguero José, Zúñiga Francisco J, López-González Juan Jesús

机构信息

Departamento de Química Física y Analítica, Universidad de Jaén , Campus Las Lagunillas, E-23071 Jaén, Spain.

School of Chemical Engineering and Analytical Sciences, The University of Manchester , The Mill, Sackville Street, Manchester M13 9PL, United Kingdom.

出版信息

J Phys Chem A. 2017 Aug 3;121(30):5665-5674. doi: 10.1021/acs.jpca.7b05220. Epub 2017 Jul 26.

DOI:10.1021/acs.jpca.7b05220
PMID:28700240
Abstract

2-Propyl-1H-benzimidazole (2PrBzIm) is a small molecule, commercially available, which displays a curious behavior in the solid state. 2PrBzIm, although devoid of chirality by fast rotation about a single bond of the propyl group in solution, crystallizes as a conglomerate showing chiroptical properties. An exhaustive analysis of its crystal structure and a wide range of experiments monitored by vibrational circular dichroism spectroscopy eliminated all possibilities of an artifact. What remains is a new example of the unexplained phenomenon of persistent supramolecular chirality.

摘要

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