Intense chirality induction in nitrile solvents by a helquat dye monitored by near resonance Raman scattering

0461208 - ÚOCHB 2017 RIV GB eng J - Journal Article
Šebestík, Jaroslav - Teplý, Filip - Císařová, I. - Vávra, Jan - Koval, Dušan - Bouř, Petr
Intense chirality induction in nitrile solvents by a helquat dye monitored by near resonance Raman scattering.
Chemical Communications. Roč. 52, č. 37 (2016), s. 6257-6260. ISSN 1359-7345. E-ISSN 1364-548X
R&D Projects: GA ČR(CZ) GA14-00431S; GA ČR GA13-19213S; GA ČR GA13-32974S; GA ČR GA15-09072S; GA ČR(CZ) GA16-05935S
Grant - others:AV ČR(CZ) M200551208
Institutional support: RVO:61388963
Keywords : optical activity * circular dichroism * vibrational spectra
Subject RIV: CC - Organic Chemistry
Impact factor: 6.319, year: 2016
http://pubs.rsc.org/en/content/articlehtml/2016/cc/c6cc01606e

Chirality induction phenomena attract attention because of their relevance to intermolecular interactions encountered in living matter. Usually, such effects are weak. However, enantiomers of a [6]helquat dye were found to induce exceptionally strong chirality in several achiral solvents containing nitrile groups. This effect was observable as an intense Raman optical activity (ROA) induced in acetonitrile, acetonitrile-d(3), and liquid hydrogen cyanide solvents. The observation was verified by measurement of both helquat enantiomers which provided mirror image ROA spectra. Theoretical analysis indicated that the 532 nm laser excitation light was in a near resonance with electronic transitions of the dye, which made the effect observable in very dilute solutions (1 : 200000 helquat to nitrile ratio) and thus the phenomenon can be generally useful in analytical chemistry.
Permanent Link: http://hdl.handle.net/11104/0260873