Addition of Dialkyl and Diaryl Phosphites to N-(ortho-Substituted Phenyl) Terephthalic Schiff Bases: The Stereochemical Behavior

The synthesis of bis-aminophosphonates via the phosphite addition to N-aryl terephthalic Schiff bases is reported here. The influence of methoxy and methyl groups in the ortho position on the stereoselectivity of this reaction is also discussed.

Keywords:

• Addition of phosphites
• imino-ester intermediates
• ortho-substituent
• stereoselectivity
• terephthalic Schiff bases

Acknowledgments

The financial support of the Polish State Committee for Scientific Research (KBN) is kindly acknowledged. General Atomic and Molecular Electronic Structure System (GAMESS) for ChemOffice7.0 was provided free of charge by the Department of Chemistry of the Iowa State University in Ames.