135962-97-9Relevant academic research and scientific papers
Formylation and dichloromethylation as alternative directions of rieche reaction. A novel to the synthesis of sterically hindered aromatic dialdhydes
Yakubov, Alexander P.,Tsyganov, Dmitry V.,Belen'kii, Leonid I.,Krayushkin, Mikhail M.
, p. 3397 - 3404 (2007/10/02)
A previously unknown direction of Rieche reaction has been found: formylation of mesitylene, m-xylene, and durene with dichloromethyl methyl ether in the presence of aluminium trichloride and, to lesser extent, of titanium tetrachloride give the respective benzylidene dichlorides besides aldehydes. A novel approach to the synthesis of sterically hindered aromatic dialdehydes has been offered which involves the transformation of a monoaldehyde into the corresponding benzylidene dichloride, Rieche formylation of the latter, and hydrolysis of dichloromethyl aldehyde formed.
UNUSUAL EFFECTS OF STERIC HINDRANCES IN NMR SPECTRA OF o,o'-DIALKYLSUBSTITUTED BENZYLIDENE DICHLORIDES
Yabukov, A. P.,Tsyganov, D. V.,Belen'kii, L. I.,Bogdanov, V. S.,Ugrak, B. I.,Krayushkin, M. M.
, p. 5237 - 5244 (2007/10/02)
It has been found that steric hindrances of the CHCl2 group rotation around CAr-CHCl2 bond in o,o'-dialkylsubstituted benzylidene dichlorides call forth a non-equivalence of the alkyls in positions 2 and 6.The non-equivalence displays in 1H and 13C NMR spectra at room temperature and at -20 deg C.At the latter temperature, the spectra of 2,4,6-trimethyl-3-chloromethylbenzylidene dichloride and bis(dichloromethyl)mesitylene indicate the presence of two conformations, the assignment of signals having accomplished for each of them.
SYNTHESIS OF STERICALLY HINDERED AROMATIC ALDEHYDES
Yakubov, A. P.,Tsyganov, D. V.,Belen'kii, L. I.,Krayushkin, M. M.
, p. 1427 - 1432 (2007/10/02)
Formylation of mesitylene, durene, and m-xylene derivatives containing electron-donor and electron-acceptor substituents by dichloromethyl methyl ether was studied in the presence of TiCl4.A series of functionally substituted sterically hindered benzaldehydes was prepared from the products of these reactions.
