1674-18-6Relevant articles and documents
1,n-Radical Ions. The Electrochemical Oxidation of 1,1,2,2-Tetraphenylcyclopropane
Wayner, Danial D. M.,Arnold, Donald R.
, p. 1087 - 1088 (1982)
The anodic oxidation of 1,1,2,2-tetraphenylcyclopropane leads to 1,1,3-triphenylindene or tetraphenylallene depending on the basicity of the medium.
Metal-free hydrogenation of electron-poor allenes and alkenes
Ines, Blanca,Palomas, David,Holle, Sigrid,Steinberg, Sebastian,Nicasio, Juan A.,Alcarazo, Manuel
supporting information, p. 12367 - 12369 (2013/02/22)
The poorer, the better: A metal-free catalytic procedure for the reduction of electron-poor allenes and alkenes has been developed. The method employs a frustrated Lewis pair based catalyst. 1,4-Diazabicyclo[2.2.2]octane (DABCO)/B(C6F5)3 was shown to be the best combination in optimization studies. Copyright
Reactions of the Lithium Salts of the Tribenzylidenemethane Dianion, Diphenylacetone Dianion, and Related Compounds
Witt, Ortrun,Mauser, Harald,Friedl, Thomas,Wilhelm, Dieter,Clark, Timothy
, p. 959 - 967 (2007/10/03)
Potentially synthetically useful reactions of the dilithium salts of the title dianions have been investigated. Electrophilic quenching with a variety of reagents usually leads to the expected products in good yield. Quenching the diphenylacetone dianion with 1 equiv of trimethylchlorosilane, however, gives a good yield of 1,3-diphenylallene obtained by formal elimination of a trimethylsiloxy anion from an intermediate monoquenched monoanion salt. NMR studies, however, do not reveal the intermediacy of the 1,3-diphenyl-2-(trimethylsiloxy)allyl anion but rather suggest that the initial reaction site is at carbon, rather than oxygen. Oxidation of the dianions leads either to ring closure or dimerization for the tribenzylidenemethane dianion and to dimerization for the diphenylacetone dianion. The dimerization reactions are stereospecific, both with respect to the two new stereocenters produced and for the double bonds of the bis-silyl enol ether products if the dimeric bis-enolate dianion products are quenched with trimethylchlorosilane.