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Synfacts 2006(11): 1117-1117
DOI: 10.1055/s-2006-949467
DOI: 10.1055/s-2006-949467
Synthesis of Materials and Unnatural Products
© Georg Thieme Verlag Stuttgart · New York
Preparation of Thiaphlorins and Related Dyads
I. Gupta, R. Fröhlich, M. Ravikanth*
Indian Institute of Technology, Mumbai, India and Westfälische Wilhelms-Universität Münster, Germany
Further Information
Publication History
Publication Date:
24 October 2006 (online)
Significance
A series of functionalized thiaphlorins and alkyne-linked phlorin-porphyrin dyads has been made. The route involves initial functionalization of the 2- and 5-positions of thiophene, followed by one-pot condensations to give the macrocyclic targets. Thiaphlorins with Br or I on a phenyl ring were further linked via copper-free Sonogashira reactions to a zinc-porphyrin moiety bearing a terminal alkyne, affording three novel thiaphlorin-porphyrin dyads. The thiaphlorins and related dyads were found to be capable of binding anions.