1726-48-3Relevant academic research and scientific papers
Sterically Hindered Double Bond Systems, 2. - On the Preparation of Highly Substituted 1,3-Dienes
Hopf, Henning,Lipka, Helmut
, p. 2075 - 2084 (2007/10/02)
Highly alkylated 1,3-dienes may be prepared by treatment of 2-butyne-1,4-diol derivatives with organocuprates in good yield.Thus, the 2,3-dialkylated butadienes 6a-d are obtained by treating the diacetate 4 with two equivalents of the cuprates prepared fr
The far-ultraviolet photochemistry of alkylcyclopropenes in solution
Fahie, Brian J.,Leigh, William J.
, p. 1859 - 1867 (2007/10/02)
The photochemistry of 1,3,3-trimethylcyclopropene and 1-tert-butyl-3,3-dimethylcyclopropene has been investigated in hydrocarbon, methanol, and 1-hexene solution with far-ultraviolet (185-228 nm) light.Direct photolysis of the two compounds affords allene, alkyne, and 1,3-diene derivatives, formally as a result of initial bond cleavage to yield vinylcarbene intermediates.Products derived from cleavage of the most substituted (C1-C3) cyclopropene bond account for 60-80percent of the observed mixture in each case.Results from the photolysis of 1,3,3-trimethylcyclopropene-1-13C suggest a second pathway for formation of alkyne products in cyclopropene photochemistry, which occurs in competition with (or by exclusion of) the vinylcarbene -hydrogen migration pathway.The data are consistent with the intermediacy of a vinylidene species, formed by -hydrogen migration/ring opening, although attempts to chemically trap this intermediate with methanol or alkene were unsuccessful.Key words: cyclopropene, photolysis, vinylmethylene, propenylidene, far-UV.
