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Sonogashira coupling of the ethynyl monocarborane [CB11H11-12-CCH]
Fan Liu1, Tao Chen1, Kang Zhang1
1Department of Chemistry, Zhejiang University, 38 Zheda Road, 310027 Hangzhou, China. duttwyler@zju.edu.cn.
Abstract:
The Sonogashira cross coupling between the monocarborane cluster 12-ethynylmonocarba-closo-dodecaborate [CB11H11-12-CCH]- and bromoarenes under Pd catalysis has been developed, providing access to aryl carboranyl alkynes in yields of 42-95%. The transformations proceed under mild conditions and with high functional group tolerance using commercially available coupling partners. X-ray structural analyses and the identification of an unusual phosphonium zwitterion byproduct are reported as well.
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