77015-50-0Relevant academic research and scientific papers
3-Arylideneflavanones. Part 2: Reaction with diazomethane
Pijewska,Kamecki,Perka-Karolczak
, p. 254 - 257 (2007/10/02)
3-Arylideneflavanones 1-9 were treated with diazomethane. As a result, the following compounds were obtained: the 3-spiropyrazolines (structure A)-2'-phenylchromanone-3'-spiro-3,4-phenyl-1-pyrazoline (1a) and its 3''- and 4''-derivatives (2a-9a), the 4-spiropyrazolines (structure B) 2'-phenylchromanone-3'-spiro-4-1H-5-phenyl-2-pyrazoline (1b) and the 4''-cyano (7b) and 3''-nitro (8b) derivatives; and the methylation product (structure C) 3-(4-N,N-diethyl-amino-β-methylbenzylidene)flavanone (5c).
NMR spectral studies of several series of E-3-arylideneflavanones: Realisation of some steric and electronic interactions
Mallik, Uttam K,Saha, Murari M,Mallik, Asok K
, p. 753 - 758 (2007/10/02)
H-2 of E-3-arylideneflavanones differing only in the β-phenyl group is found to experience a reverse substituent chemical shift (s.c.s.) effect.An unfavourable steric interaction between this proton and the ortho-protons of β-phenyl group has been related to this observation.An interesting feature in the 1H NMR spectra of the heterocyclic analogs 5a-c is the significant deshielding of H-2 and shielding of H-β in the case of 5a.Intramolecular hydrogen bond formation between H-2 and the furano oxygen of 5a is probably responsible for this observation.From a studyof the 1H and 13C NMR spectral features of 8a-e which differ only in the 4'-substituent, it may be concluded that a 4'-substituent can polarise the C3-C-β and C=O ?-bonds as well as the ?-system of ring-A.The results of dual substituent parameter analysis of s.c.s. values of C-3, C-β, C-4, C-8a and C-6 for the series 8 have also been presented.
Flavonoids. Part 6. The Kinetics and Mechanism of Base-catalysed Isomerisation of 3-Arylideneflavanones
Dhavale, Dilip Dattatraya,Joshi, Poonam,Marathe, Keshav Gangadhar
, p. 449 - 452 (2007/10/02)
Base-catalysed Z->E conversion of 3-arylideneflavanones provide a unique system suitable for kinetic studies by 1H n.m.r. spectroscopy.Isomerisation studies of 10 enones in pyridine showed that a first-order unimolecular reaction was taking place.The
