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增强型三氟取代卟啉的综合合成方法。

Enhanced Synthetic Access to Tris-CF-Substituted Corroles.

机构信息

Schulich Faculty of Chemistry, Technion Israel Institute of Technology, Haifa 320000, Israel.

Division of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, California 91125, United States.

出版信息

Org Lett. 2020 Apr 17;22(8):3119-3122. doi: 10.1021/acs.orglett.0c00879. Epub 2020 Mar 31.

Abstract

Separate focus on the oligomerization and oxidative cyclization steps required for the synthesis of 5,10,15-tris(trifluoromethyl)corrole revealed [bis(trifluoroacetoxy)iodo]benzene (PIFA) as a superior alternative oxidant. Under optimized conditions, the pure free-base corrole was obtained with a 6-fold increase in chemical yield and an 11-fold rise in isolated material per synthesis. The corresponding gallium(III) and manganese(III) complexes were isolated by adding the appropriate metal salt prior to corrole purification.

摘要

分别关注合成 5,10,15-三(三氟甲基)卟啉所需的低聚和氧化环化步骤,结果表明[双(三氟乙酰氧基)碘]苯(PIFA)是一种优越的替代氧化剂。在优化条件下,纯自由碱卟啉的化学收率提高了 6 倍,每次合成的分离材料增加了 11 倍。通过在卟啉纯化前添加适当的金属盐,可以分离得到相应的镓(III)和锰(III)配合物。

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