SYNTHESIS AND NMR SPECTROSCOPIC STUDY OF NEW 5-METHYLFURYL-CONTAINING SCHIFF BASES AND RELATED BIS(AMINOPHOSPHONATES) |
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Authors: | I Kraicheva P Finocchiaro S Failla |
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Institution: | 1. Bulgarian Academy of Sciences , Sofia, Bulgaria;2. Università di Catania , Catania, Italy |
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Abstract: | The synthesis of three novel 5-methylfuryl-containing Schiff bases: N,N′-bis(5-methylfurfurylidene)-4,4′-diaminodiphenylmethane, N,N′-bis(5-methylfurfurylidene)-1,4-phenylenediamine, and N,N′-bis(5methylfurfurylidene)benzidine and the corresponding bis(aminophosphonates) derived from them, 4,4′-bis{N-methyl(diethoxyphosphonyl)-1-(5-methyl)-2-furyl]} diaminodiphenylmethane, 1,4-bis { N-methyl(diethoxyphosphonyl)-1-(5-methyl)-2-furyl]} diaminobenzene, and bis{N-methyl(diethoxyphosphonyl)-1-(5-methyl)-2-furyl]}- benzidine, is reported. The compounds have been characterized by elemental analysis, TLC, IR, and NMR ( 1 H, 13 C, and 31 P) spectra. For comparison, new 13 C and 31 P NMR data of three furyl-containing analogues of the above bis(aminophosphonates) are also regarded. The NMR studies of the two series of bis(aminophosphonates) reveal the presence of one diastereomer (meso or racemic form). |
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Keywords: | Aminophosphonic acids furan derivatives NMR spectra Schiff bases |
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