Regioselective Substitution at the 1,3- and 6,8-Positions of Pyrene for the Construction of Small Dipolar Molecules

• DOI: 10.1021/acs.joc.5b02128
• Publication Date: 2015-10-05T17:54:12Z
• Authors: Xing Feng; Hirotsugu Tomiyasu; Jian-Yong Hu; Xianfu Wei; Carl Redshaw; Mark R. J. Elsegood; Lynne Horsburgh; Simon J. Teat; Takehiko Yamato
• Keywords: Regioselective functionalization; Dipolar molecules; 540; 01 natural sciences; 0104 chemical sciences

This article presents a novel asymmetrical functionalization strategy for the construction of dipolar molecules via efficient regioselective functionalization along the Z-axis of pyrene at both the 1,3- and 6,8-positions. Three asymmetrically substituted 1,3-diphenyl-6,8-R-disubsituted pyrenes were fully characterized by X-ray crystallography, photophysical properties, electrochemistry, and density functional theory calculations.