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Triphyrin(2.1.1) with Tunable Skeletons and Properties Based on the Confusion Approach
Gaojie Zhu1, Feng Sha1, Bin Zhu1
1Key Laboratory for Advanced Materials, Frontiers Science Center for Materiobiology and Dynamic Chemistry, Institute of Fine Chemicals, School of Chemistry and Molecular Engineering, East China University of Science and Technology, Shanghai 200237, China.
Abstract:
The N-confused [14]triphyrin(2.1.1) 1 was facilely synthesized and readily converted into N-confused triphyrinone(2.1.1) 2 and α-methoxy-substituted 1-OMe. Subsequent acid-promoted ring-opening of 1-OMe afforded vacatatriphyrin(2.1.1) 3. Further treatment of 3 with CuCl2·2H2O resulted in ring-closure and tetrachlorination to furnish 2H-triphyrin(2.1.0) 4. As a result of the diverse structures achieved through the confusion approach, the aromaticity, absorption, and electrochemical properties could be effectively tuned.
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