NHC–Zn alkyl catalyzed cross-dehydrocoupling of amines and silanes†
Adimulam
Harinath, 
‡a
Himadri
Karmakar,
‡a
Devadkar Ajitaro
Kisan,
a
Hari Pada
Nayek
b
and
Tarun K.
Panda
*a
‡a
Himadri
Karmakar,
‡a
Devadkar Ajitaro
Kisan,
a
Hari Pada
Nayek
b
and
Tarun K.
Panda
*a
Abstract
An N-heterocyclic carbene–zinc alkyl complex [ImDippZn(CH2CH3)2] (Im = imidazol-2-ylidene and Dipp = 2,6-diisopropylphenyl) acts as a catalyst in the cross-dehydrogenative coupling (CDC) of a wide range of primary and secondary amines and hydrosilanes to yield a substantial quantity of the corresponding aminosilanes with good chemoselectivity at room temperature. A broad substrate scope was observed during the zinc-catalyzed CDC reaction. Two zinc complexes, [{ImMesZn(μ-NHPh)(NHPh)}2] (Mes = mesityl) (3) and [{ImDippZn(CH2CH3)(μ-H)}2] (4), were isolated and structurally characterized as intermediates through controlled reactions to ascertain the CDC mechanism.
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