A series of unsymmetric π-donor−acceptor (D/A) bis(phenylethynyl)benzenes was prepared in a two-step sequence via Pd/Cu catalyzed cross-coupling reactions of 1,4-diiodobenzene and the corresponding 4-p-R-phenylethynes. Related unsymmetric D/A platinum trans-bis(acetylide) complexes were also prepared in a stepwise fashion. An investigation of their linear and nonlinear optical properties reveals excellent tradeoff in terms of nonlinearity versus transparency for these classes of chromophores.
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Nguyen et al. (1997) studied this question.