A new series of pyrimidine-containing linear molecules: their elegant crystal structures and intriguing photophysical properties.
A new series of aza-substituted analogues 3-5 based on the 1,4-bis(phenylethynyl)benzene moiety have been synthesized by the selective Pd-catalyzed Sonogashira coupling reaction from 5-bromo-2-iodopyrimidine (1). In these linear molecules, the dipolar pyrimidine moiety is introduced as a probe to investigate factors that control the intermolecular interactions over the crystal engineering. The results reveal that the manner of packing changes both dipolar interactions between linear pyrimidine-containing molecules and transition moments simultaneously, resulting in remarkably different photophysical properties. Due to their versatile dipole-dipole and face-to-face pi-piinteractions in a crystal motif, further applications on the design of ordered crystalline materials for the field effect transistors are promising.
Wong
Ken-Tsung
KT
Department of Chemistry, National Taiwan University, Taipei 106, Taiwan. kenwong@ntu.edu.tw
Fang
Fu-Chuan
FC
Cheng
Yi-Ming
YM
Chou
Pi-Tai
PT
Lee
Gene-Hsiang
GH
Wang
Yu
Y