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A facile synthesis of cyano-chlorins related to chlorophyll from formyl (pyro)-pheophorbide-α by a tandem transformation of the aldehyde into a nitrile group |
Na Gaoa, Jia-Zhu Lib, Yan-Long Lib, Zhen Wangb, Jin-Jun Wanga,b |
a Department of Food & Biological Engineering, Wenjing College, Yantai University, Yantai 264005, China;
b College of Chemistry and Chemical Engineering, Yantai University, Yantai 264005, China |
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Abstract A facile synthesis for cyanochlorin related to chlorophyll from a formyl-substituted chlorin, by the oxidation ofmethyl (pyro)pheophorbide-α, was accomplished. These readily available chlorin aldehydes were assembled together with hydroxylamine hydrochloride in a tandem process to produce the corresponding chlorin nitriles inmoderate to good yields. The formation of chlorin nitrile was discussed and a possible mechanism for the corresponding cyanation reaction was tentatively proposed.
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Received: 27 October 2015
Published: 12 January 2016
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Fund:This study was supported by research grants from the National Natural Science Foundation of China (No. 21272048), Natural Science Foundation of Shandong Province (No. ZR2015BQ012) and the Scientific Research Foundation for the Returned Overseas Chinese Scholars, State Education Ministry (to J. Li). |
Corresponding Authors:
Jia-Zhu Li, Jin-Jun Wang
E-mail: lijiazhu@163.com;wjj1955@163.com
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