
Tetrahedron Letters p. 6131 - 6134 (1997)
Update date:2022-08-29
Topics:
Belfield, Kevin D.
Chinna, Chandrasekhar
Schafer, Katherine J.
The synthesis and characterization of a new class of electron donor-acceptor substituted stilbenes hearing a phosphonate ester as the electron-withdrawing functionality is described. Phosphorylation of aromatic rings was accomplished using Ni-catalyzed Arbuzov reactions, while Pd-catalyzed Heck-type coupling reactions were employed to construct the stilbene derivatives. Through determination of an electro-optic coefficient (r33), it was demonstrated that the phosphonate ester group is effective as an electron-withdrawing group for stilbene-based second-order NLO materials.
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