163193-79-1Relevant articles and documents
p-Nitrobenzyl Trichloroacetimidate
Clegg, William,Pogue, Harry J.,Lowe, Mark P.,Butterfield, Ian M.,Jackson, Richard F. W.
, p. 741 - 743 (1995)
The imidate group in the title compound, C9H7Cl13N2O3, is planar and approximately perpendicular to the p-nitrobenzyl group.The C=N bond is notably short for a double bond.
Synthesis of 1,1′-diarylethanes and related systems by displacement of trichloroacetimidates with trimethylaluminum
Mahajani, Nivedita S.,Chisholm, John D.
, p. 4131 - 4139 (2018/04/14)
Benzylic trichloroacetimidates are readily displaced by trimethylaluminum under Lewis acid promoted conditions to provide the corresponding methyl substitution product. This method is a convenient way to access 1,1′-diarylethanes and related systems, which play a significant role in medicinal chemistry, with a number of systems owing their biological activity to this functionality. Most benzylic substrates undergo ready displacement, with electron deficient systems being the exception. The use of an enantiopure imidate showed significant racemization, implicating the formation of a cationic intermediate.
O-benzyl trichloroacetimidates having electron-withdrawing substituents in acid-catalyzed diarylmethane synthesis
Zhang, Jianjun,Schmidt, Richard R.
, p. 1729 - 1733 (2008/02/04)
Reaction of O-benzyl trichloroacetimidates having electron-withdrawing substituents with arenes in the presence of catalytic amounts of TMSOTf gave the corresponding diarylmethanes in good to excellent yields. Georg Thieme Verlag Stuttgart.
