Zinc(II)-Mediated Carbene Insertion into C-H Bonds in Alkanes. 2015

Naveen V Kulkarni, and Chandrakanta Dash, and Naleen B Jayaratna, and Shawn G Ridlen, and Sarah Karbalaei Khani, and Animesh Das, and Xiaodi Kou, and Muhammed Yousufuddin, and Thomas R Cundari, and H V Rasika Dias
Department of Chemistry and Biochemistry, The University of Texas at Arlington , Arlington, Texas 76019, United States.

The cationic zinc adduct {[HB(3,5-(CF3)2Pz)3]Zn(NCMe)2}ClO4 catalyzes the functionalization of tertiary, secondary, and primary C-H bonds of alkanes via carbene insertion. Ethyl diazoacetate serves as the :CHCO2Et carbene precursor. The counteranion, supporting ligand, and coordinating solvents affect the catalytic activity. An in situ generated {[HB(3,5-(CF3)2Pz)3]Zn}(+) species containing a bulkier {B[3,5-(CF3)2C6H3]4}(-) anion gives the best results among the zinc catalysts used.

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