Isomers of Pyrene–Imidazole Compounds: Synthesis
and Configuration Effect on Optical Properties

Liu, Yulong; Shan, Tong; Yao, Liang; Bai, Qing; Guo, Yachen; Li, Jinyu; Han, Xiao; Li, Weijun; Wang, Zhiming; Yang, Bing; Lu, Ping; Ma, Yuguang

doi:10.1021/acs.orglett.5b02879.s001

ol5b02879_si_001.pdf (2.44 MB)

Isomers of Pyrene–Imidazole Compounds: Synthesis and Configuration Effect on Optical Properties

journal contribution

posted on 2015-12-18, 00:00 authored by Yulong Liu, Tong Shan, Liang Yao, Qing Bai, Yachen Guo, Jinyu Li, Xiao Han, Weijun Li, Zhiming Wang, Bing Yang, Ping Lu, Yuguang Ma

Two pyrene-imidazole-based structural isomers, axisymmetric syn-PyDTI and centrosymmetric anti-PyDTI, have been easily produced and successfully separated in a one-pot reaction. Crystalline syn-PyDTI exhibited a 2-fold higher quantum efficiency than anti-PyDTI and displayed a much better performance in OLEDs with a η_c.max of 11.4 cd A^–1 (8.8 cd A^–1 for anti-PyDTI), although they possess the same apparent electronic structure. Observations revealed that the molecular excited-state properties are derived from distinct structural symmetries.