Condensation of BINAPO-(PhCHO)2and 1,3,5-tris(4-aminophenyl)benzene
(TAPB) results in a new imine-based chiral organic material (COM)
that can be further post-functionalized through reductive transformation
of imine linkers to amines. While the imine-based material does not
show the necessary stability to be used as a heterogeneous catalyst,
the reduced amine-linked framework can be efficiently employed in
asymmetric allylation of different aromatic aldehydes. Yields and
enantiomeric excesses found are comparable to those observed for the
molecular BINAP oxide catalyst, but importantly, the amine-based material
also permits its recyclability.