Using polarization effects to alter chemical reactivity: A simple host which enhances amine nucleophilicity
The rational design of a bis(phosphine oxide) host which is capable of binding a benzylic amine is presented. The ability of this host to increase the rate of addition of 4-fluorobenzylamine to N-phenylmaleimide is rationalized in terms of the enhancement of the nucleophilicity of the benzylic amine.
Ashton
PR
School of Chemistry, University of Birmingham, Edgbaston, Birmingham B15 2TT, United Kingdom.
Calcagno
P
Spencer
N
Harris
KD
Philp
D