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Cooperative C3-and C13-Substituent Effects on Synthetic Chlorophyll Derivatives

  作者 SASAKI SHINICHI; YOSHIZATO MARI; KUNIEDA MICHIO; TAMIAKI HITOSHI  
  选自 期刊  European Journal of Organic Chemistry;  卷期  2010年-27;  页码  5287-5291  
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[摘要]C3-vinyl and C13-keto-carbonyl groups of methyl pyropheophorbide-a, a chlorophyll-a derivative, were systematically modified to investigate the substituent effects along the y-axis of chlorin macrocycles. C13(1) deoxygenation resulted in blueshifts of the Q(y) absorption maxima and a large reduction of their redox potentials, whereas introduction of the dicyanomethylene group at the 13(1)-position caused the opposite effect on both optical and electrochemical properties. Among the nine chlorins examined, the Q(y) peak positions could be varied from 647 to 736 nm by the cooperative effects of the diagonal substituents' combinations.

 
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