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

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...

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Veröffentlicht in:Inorganic chemistry 2015-12, Vol.54 (23), p.11043-11045
Hauptverfasser: Kulkarni, Naveen V, Dash, Chandrakanta, Jayaratna, Naleen B, Ridlen, Shawn G, Karbalaei Khani, Sarah, Das, Animesh, Kou, Xiaodi, Yousufuddin, Muhammed, Cundari, Thomas R, Dias, H. V. Rasika
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Sprache:eng
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Zusammenfassung: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.
ISSN:0020-1669
1520-510X
DOI:10.1021/acs.inorgchem.5b02134