Configuration analysis of three chiral polypyridines functionalized with pinene groups

July 28, 2017

Title

Configuration analysis of three chiral polypyridines functionalized with pinene groups

Author

Xiao-Peng Zhang, Xiao-Wei Qi, Da-Shuai Zhang, Lin-Hua Zhu, Xiang-Hui Wang, Zai-Feng Shi, Qiang Lin

Year

2017

Journal

Journal of Molecular Structure

Abstract

Three polypyridines functionalized with pinene groups, (−)-‘dipineno’-[4,5:4″,5″]-fused 2,2′:6′,2″-terpyridine ((−)-1), (−)-1,3-di-(2-(4,5-pinene)pyridyl)benzene ((−)-2) and (−)-4,5-pinene-6′-phenyl-2,2′-bipyridine ((−)-3) were synthesized, and their structures were characterized by single crystal X-ray diffraction and electronic circular dichroism (ECD) spectra. Although a small difference is exhibited for their molecular structures, a twisting configuration is observed for (−)-2 with a larger dihedral angle between aromatic planes relative to (−)-1 and (−)-3. Correspondingly, compound (−)-2 exhibits a shorter wavelength of low-energy absorption due to a lower planarity, while all compounds (−)-1, (−)-2 and (−)-3 show similar Cotton effects of ECD spectra.

Instrument

J-810

Keywords

Circular dichroism