Chiroptical properties and racemization behavior of highly distorted donor‐acceptor tetracyanoanthraquinodimethane with interconvertible planar chirality | Zendy

Saito Hideaki | Zendy; Mori Tadashi | Zendy; Origane Yumi | Zendy; Wada Takehiko | Zendy; Inoue Yoshihisa | Zendy

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Chiroptical properties and racemization behavior of highly distorted donor‐acceptor tetracyanoanthraquinodimethane with interconvertible planar chirality

Author(s) -

Saito Hideaki,

Mori Tadashi,

Origane Yumi,

Wada Takehiko,

Inoue Yoshihisa

Publication year - 2008

Publication title -

chirality

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.43

H-Index - 77

eISSN - 1520-636X

pISSN - 0899-0042

DOI - 10.1002/chir.20427

Subject(s) - racemization , chemistry , circular dichroism , chirality (physics) , planar chirality , anthracene , planar , axial chirality , acceptor , absolute configuration , photochemistry , dichroism , stereochemistry , crystallography , enantioselective synthesis , organic chemistry , catalysis , optics , chiral symmetry , physics , computer graphics (images) , condensed matter physics , quantum mechanics , computer science , nambu–jona lasinio model , quark

Absolute configuration of optically active 7,12‐bis(dicyanomethylene)‐7,12‐dihydrobenz[ a ]anthracene ( 1 ) with interconvertible planar chirality was determined by a comparison of experimental and theoretical circular dichroism (CD) spectra. Upon standing at ambient temperatures, 1 was found to spontaneously racemize, the rates of which were assessed through the separation profiles of chiral HPLC at 5–20°C and also from the CD spectral decay profiles at the same temperatures. Mechanism of the racemization was discussed. Chirality, 2008. © 2007 Wiley‐Liss, Inc.

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