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Synthesis of 1,4-phenylene-bis-aminomethanephosphonates: The stereochemical aspect

✍ Scribed by Jaroslaw Lewkowski; Monika Rzézniczak; Romuald Skowrónski

Publisher
John Wiley and Sons
Year
2000
Tongue
English
Weight
223 KB
Volume
11
Category
Article
ISSN
1042-7163

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✦ Synopsis

The synthesis of new 1,4-phenylene-bis-(N-alkylaminomethane)-bis-phosphonates 3Aa-3Da by the addition of dialkyl or diaryl phosphites to the azomethine bond of 1,4-phenylene Schiff bases is reported. Some NMR studies on the stereochemistry of dialkyl phosphite addition to terephthalic bis-imines showing the exclusive formation of the meso-form are presented. The mechanism and the origin of such a high stereoselectivity are discussed.

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