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

Corresponding Author

Jaroslaw Lewkowski

University of Łod´z, Department of Organic Chemistry, Narutowicza 68, 90-136 Łód´z, POLAND

University of Łod´z, Department of Organic Chemistry, Narutowicza 68, 90-136 Łód´z, POLANDSearch for more papers by this author

Monika Rzézniczak,

Monika Rzézniczak

University of Łod´z, Department of Organic Chemistry, Narutowicza 68, 90-136 Łód´z, POLAND

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Romuald Skowrónski,

Romuald Skowrónski

University of Łod´z, Department of Organic Chemistry, Narutowicza 68, 90-136 Łód´z, POLAND

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Jaroslaw Lewkowski,

Corresponding Author

Jaroslaw Lewkowski

University of Łod´z, Department of Organic Chemistry, Narutowicza 68, 90-136 Łód´z, POLAND

University of Łod´z, Department of Organic Chemistry, Narutowicza 68, 90-136 Łód´z, POLANDSearch for more papers by this author

Monika Rzézniczak,

Monika Rzézniczak

University of Łod´z, Department of Organic Chemistry, Narutowicza 68, 90-136 Łód´z, POLAND

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Romuald Skowrónski,

Romuald Skowrónski

University of Łod´z, Department of Organic Chemistry, Narutowicza 68, 90-136 Łód´z, POLAND

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First published: 23 March 2000

https://doi.org/10.1002/(SICI)1098-1071(2000)11:2<144::AID-HC10>3.0.CO;2-Z

Citations: 33

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Abstract

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. © 2000 John Wiley & Sons, Inc. Heteroatom Chem 11:144–151, 2000

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

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

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