Open AccessZinc(II)-Mediated Carbene Insertion into C–H Bonds in Alkanes
Author(s) -
Naveen V. Kulkarni,
Chandrakanta Dash,
Naleen B. Jayaratna,
Shawn G. Ridlen,
Sarah Karbalaei Khani,
Animesh Das,
Xiaodi Kou,
Muhammed Yousufuddin,
Thomas R. Cundari,
H. V. Rasika Dias
Publication year - 2015
Publication title -
inorganic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.348
H-Index - 233
eISSN - 1520-510X
pISSN - 0020-1669
DOI - 10.1021/acs.inorgchem.5b02134
Subject(s) - chemistry , carbene , ethyl diazoacetate , cationic polymerization , adduct , zinc , catalysis , medicinal chemistry , ligand (biochemistry) , surface modification , stereochemistry , polymer chemistry , organic chemistry , cyclopropanation , receptor , biochemistry
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.