H. Ihmels, Synthesis, fluorescence properties, and head-to-tail regioselectivity in the photodimerization of a donor-acceptor-substituted anthracene, EUR J ORG C, (7), 1999, pp. 1595-1600
The novel 2,6-donor-acceptor-substituted anthracene, namely 6-methoxy-2-ant
hracene carboxylic acid (7), was synthesized. The emission of this compound
exhibits significant solvatochromism. The fluorescence band position and i
ntensity are also remarkably sensitive to H+. Irradiation of the anthracene
7 in solution yields the syn and anti head-to-tail dimers exclusively. A s
ynergistic electronic effect between the donor and acceptor substituents is
proposed to operate on the photophysical and photochemical properties of a
nthracene 7.