Double Thia/sulfone[7]helicenes with Controlled Photophysical and Chiroptical Properties by Heteroatom Variation

Long Zhou; Haoliang Liu; Jingyun Tan; Chao Liu; Xiao-Yu Cao; Akimitsu Narita; Yunbin Hu

doi:10.1002/asia.202200336

Double Thia/sulfone[7]helicenes with Controlled Photophysical and Chiroptical Properties by Heteroatom Variation

Chem Asian J. 2022 Aug 15;17(16):e202200336. doi: 10.1002/asia.202200336. Epub 2022 Jun 15.

Authors

Long Zhou¹, Haoliang Liu², Jingyun Tan^{1

3}, Chao Liu¹, Xiao-Yu Cao², Akimitsu Narita³, Yunbin Hu¹

Affiliations

¹ College of Chemistry and Chemical Engineering, Central South University, Changsha, 410083, P. R. China.
² Department of Chemistry and Chemical Engineering, Xiamen University, Xiamen, 361005, P. R. China.
³ Organic and Carbon Nanomaterials Unit, Okinawa Institute of Science and Technology Graduate University, 1919-1 Tancha, Onna-son, Kunigami-gun, Okinawa, 904-0495, Japan.

PMID: 35638260
DOI: 10.1002/asia.202200336

Abstract

The development of helicenes with strong chiroptical response and controlled photophysics is highly desirable but challenging. In this work, double thia/sulfone[7]helicenes were synthesized to investigate the heteroatom effect on the photophysical and chiroptical properties of double heterohelicenes through comparison with the previously reported double oxa[7]helicene. By variation of the embedded heteroatoms from oxygen to sulfur, the absorption and emission were significantly red-shifted, along with the improved luminescence dissymmetry factor (g_lum ). In particular, the double sulfone[7]helicene exhibited strong red to near-infrared (NIR) emission with g_lum of 1.1×10^-3 , suggesting its potential as a NIR circularly polarized luminescence emitter.

Keywords: chiroptical property; circular dichrosim; circularly polarized luminescence; helicene; heteroatom.

Abstract

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