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Issue 14, 2012
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Synthesis of a [2.2]paracyclophane based planar chiral palladacycle by a highly selective kinetic resolution/C–H activation reaction

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Abstract

Kinetic resolution of racemic 4-N,N-dimethylaminomethyl[2.2]paracyclophane with 50% sodium tetrachloropalladate and (R)-N-acetylphenylalanine under basic conditions resulted in the formation of a (Sp)-planar chiral palladacycle (35%, >99% ee). Similarly use of 100 mol% sodium tetrachloropalladate resulted in higher levels of conversion and recovery of (Sp)-4-N,N-dimethylaminomethyl[2.2]paracyclophane (41%, >97% ee).

Graphical abstract: Synthesis of a [2.2]paracyclophane based planar chiral palladacycle by a highly selective kinetic resolution/C–H activation reaction

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Article information


Submitted
05 Nov 2011
Accepted
25 Nov 2011
First published
29 Nov 2011

Chem. Commun., 2012,48, 1991-1993
Article type
Communication

Synthesis of a [2.2]paracyclophane based planar chiral palladacycle by a highly selective kinetic resolution/C–H activation reaction

N. Dendele, F. Bisaro, A. Gaumont, S. Perrio and C. J. Richards, Chem. Commun., 2012, 48, 1991
DOI: 10.1039/C2CC16864B

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