H-1 AND C-13 NMR OF BIOACTIVE ISOCHROMANYLACETYLARYLHYDRAZONE DERIVATIVES

Careful analysis of the H-1 and C-13 NMR spectra of a series of isochr omanylacetylarylhydrazone derivatives indicated the diastereomeric sel ective character in the synthetic step used to obtain the derivatives employing acidic conditions during the condensation of the correspondi ng acylhydrazides with functionalized arylaldehydes. The relative conf iguration at C = N was characterized by extensive H-1 and C-13 NMR exp eriments. Homonuclear H-1 x H-1-COSY and heteronuclear C-13 x H-1-COSY -(n)J(CH) [n = 1 ((1)J(CH)); n = 2 ((2)J(CH)) and 3 ((3)J(CH)), COLOC] 2D shift-correlated spectra, along with 1D PND and DEFT C-13 NMR and NOE difference spectra (H-1{H-1} NOE) were also used in this deduction . (C) 1998 John Wiley & Sons, Ltd.