2 research outputs found
Triazole-phosphine Pd(II)-Enabled Dehydrogenation of Alcohols or Amines: A Combination of Experimental and Theoretical Study
We describe a novel triazole-phosphine Pd(II) (TPP) complex-catalyzed dehydrogenation reaction of alcohols
or amines
by using iodobenzene as the oxidant, in which a unique butterfly TPP dimer is first prepared via a three-component reaction
of 1,2,3-triazole, P(Cy)3, and PdCl2 and the
competitive cross-coupling reaction of iodobenzene with alcohols or
amines could be avoided under TPP catalysis. In particular,
the primary alcohols and imines can be further oxidized into acids
or nitriles in a tunable manner, respectively. Preliminary mechanistic
results by density functional theory calculation suggest that this
reaction follows the Pd(II)–Pd(IV) catalytic pathway and the
process of TPP-catalyzed oxidation dehydrogenation of
alcohol or amine to form unsaturated bonds and Pd(II)–H species
generated before the oxidative addition of TPP with iodobenzene,
thereby avoiding competitive cross-coupling
Triazole-phosphine Pd(II)-Enabled Dehydrogenation of Alcohols or Amines: A Combination of Experimental and Theoretical Study
We describe a novel triazole-phosphine Pd(II) (TPP) complex-catalyzed dehydrogenation reaction of alcohols
or amines
by using iodobenzene as the oxidant, in which a unique butterfly TPP dimer is first prepared via a three-component reaction
of 1,2,3-triazole, P(Cy)3, and PdCl2 and the
competitive cross-coupling reaction of iodobenzene with alcohols or
amines could be avoided under TPP catalysis. In particular,
the primary alcohols and imines can be further oxidized into acids
or nitriles in a tunable manner, respectively. Preliminary mechanistic
results by density functional theory calculation suggest that this
reaction follows the Pd(II)–Pd(IV) catalytic pathway and the
process of TPP-catalyzed oxidation dehydrogenation of
alcohol or amine to form unsaturated bonds and Pd(II)–H species
generated before the oxidative addition of TPP with iodobenzene,
thereby avoiding competitive cross-coupling