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(5-methylfurfurylidene)benzidine and the corresponding bis(aminophosphonates) derived from them, 4,4'-bis{N-methyl(diethoxy-phosponyl)-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, JR, and NMR (H-1, C-13, and P-31) spectra. For comparison, new C-13 and P-31 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).
Synthesis and NMR spectroscopic study of new 5-methylfuryl-containing Schiff bases and related bis(aminophosphonates)
FAILLA, Salvatore
2004-01-01
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(5-methylfurfurylidene)benzidine and the corresponding bis(aminophosphonates) derived from them, 4,4'-bis{N-methyl(diethoxy-phosponyl)-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, JR, and NMR (H-1, C-13, and P-31) spectra. For comparison, new C-13 and P-31 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).I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.