59531-01-0Relevant academic research and scientific papers
ON THE NATURE OF THE HOMO-1,4 ADDITION OF DICHLOROCARBENE TO NORBORNADIENES
Klumpp, Gerhard W.,Kwantes, Peter M.
, p. 831 - 834 (1981)
Nucleophilic behaviour postulated for difluorocarbene in its homo-1,4 additions to norbornadienes is not found for dichlorocarbene in its homo-1,4 additions.
REACTIONS OF CARBENES WITH BICYCLOBUTANES AND QUADRICYCLANE CYCLOADDITIONS WITH TWO ? BONDS
Jackson, James E.,Mock, George B.,Tetef, Merry L.,Zheng, Guo-Xiu,Jones, Maitland Jr.
, p. 1453 - 1464 (2007/10/02)
Dicarcomethoxycarbene and dichlorocarbene add to 1,2,2-trimethylbicyclobutane in such a fashion as to suggest a concerted addition in which the central and side bonds are cleaved simultaneously.MNDO calculations support such a pathway and suggest that endo attack on the bicyclobutane is preferred to exo.Reaction of the same two carbenes with quadricyclane gives substituted derivatives of the exo-tricyclo2,4>oct-6-ene system.Although these products rearrange further under the conditions of reaction and/or analysis, they can be shown to be primary products.It is suggested that quadricyclane reacts with carbenes in a concerted fashion.
Sigmatropic Rearrangements Accompanying the Addition of Dichlorocarbene to Norbornadiene
Jefford, Charles W.,Bernardinelli, Gerald,Rossier, Jean-Claude,Zuber, Jacques A.
, p. 1467 - 1469 (2007/10/02)
A new product arising from the reaction of dichlorocarbene with norbornadiene, 6endo-(2,2-dichlorovinyl)-cis-bicyclohex-2-ene, is described.It does not arise from the normal exo-1,2-adduct, but possibly originates by sigmatropic rearrangement of an initially formed zwitterionic intermediate.
