Title
Effect of the Position of the Cyano Group on Molecular Recognition, Supramolecular Superhelix Architecture, and Spontaneous Resolution of Aza[7]helicenes
Author
Gourav M. Upadhyay, Hemant M. Mande, Dhruvi K. Pithadia, Ronak H. Maradiya, Ashutosh V. Bedekar
Year
2019
Journal
Crystal Growth & Design
Abstract
Five derivatives of cyano-containing 9-alkyl-9H-aza[7]helicene were synthesized and their behavior in the crystallization was investigated. Only one of the derivatives, 5,13-dicyano-9-butyl-9H-aza[7]helicenes, showed the phenomenon of spontaneous resolution, which was attributed to the conglomerate formation of the same helical isomer via CN···H–Ar interaction. The helical molecules with same chiral description were aligned to form a necklace-like chain of secondary superhelix architecture of the same chirality. A correlation of the position of the cyano group and spontaneous resolution phenomena has been derived.
Full Article
Instrument
FP-6300, J-815
Keywords
Circular dichroism, Stereochemistry, Fluorescence, Organic chemistry