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The preparation of a bisporphyrin, 1,1-bis[zinc(II) 5‘-ethynyl-10‘,15‘,20‘-trimesitylporphyrinyl]methylenecyclohexane ( 1 ), is described. The new molecule was prepared by two routes employing modified palladium-mediated coupling methodology. Our modification consists of in situ liberation of alkyne from the corresponding TMS-protected compound. This variation decreases yields of undesired products presumably by keeping the unprotected alkyne concentration low during the reaction. In addition, our method obviates TMS-alkyne deprotection and subsequent purification steps. The electronic absorption spectrum of 1 is compared to two model compounds.
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Shultz et al. (1998) studied this question.
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