2-(Dimesitylboryl)phenyl-Substituted [2.2]Paracyclophanes Featuring Intense and Sign-Invertible Circularly Polarized Luminescence

Meng-Yuan Zhang; Xiao Liang; Dan-Ning Ni; Di-Hong Liu; Qian Peng; Cui-Hua Zhao

doi:10.1021/acs.orglett.0c02463

2-(Dimesitylboryl)phenyl-Substituted [2.2]Paracyclophanes Featuring Intense and Sign-Invertible Circularly Polarized Luminescence

Org Lett. 2021 Jan 1;23(1):2-7. doi: 10.1021/acs.orglett.0c02463. Epub 2020 Aug 21.

Authors

Meng-Yuan Zhang¹, Xiao Liang², Dan-Ning Ni¹, Di-Hong Liu¹, Qian Peng³, Cui-Hua Zhao¹

Affiliations

¹ School of Chemistry and Chemical Engineering, Shandong University, Jinan 250100, P.R. China.
² State Key Laboratory of Coordination Chemistry, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210023, P.R. China.
³ Key Laboratory of Organic Solids, Beijing National Laboratory for Molecular Science (BNLMS), Beijing 100190, P. R. China.

PMID: 32820935
DOI: 10.1021/acs.orglett.0c02463

Abstract

We have disclosed a new type of [2.2]paracyclophanes that contain a 2-(dimesitylboryl)phenyl and a N,N-disubstituted amino groups at two different phenyl rings. They show intense circularly polarized luminescence combining high fluorescence efficiency (Φ_F) and luminescence dissymmetry factor (|g_lum|), which are up to 0.93 and 1.73 × 10^-2, respectively. In addition, the pseudo-meta derivatives display solvent-induced CPL sign inversion owing to the solvent-dependent excited-state dynamics.