585544-46-3Relevant academic research and scientific papers
Synthesis and Reactions of Tricyclo2,6>dec-2(6)-ene
Takaishi, Naotake,Takahashi, Hitoshi,Yamashita, Osamu,Inamoto, Yoshiaki
, p. 4862 - 4865 (2007/10/02)
The synthesis and some addition reactions of the novel strained olefin, tricyclo2,6>dec-2(6)-ene (5), are described.The stability and reactivity of 5 are discussed with regard to molecular mechanics calculations (MM2).
Structural Effects in Solvolytic Reactions. 51. Examination of the Differences in the Behavior of Secondary and Tertiary U-Shaped Bicyclic Derivatives toward Solvolysis
Brown, Herbert C.,Rothberg, Irvin,Chandrasekharan, J.
, p. 5574 - 5577 (2007/10/02)
The solvolyses (acetolysis) of secondary bicyclic tosylates such as cis-bicyclooct-2-yl and 5,6-endo-trimethylene-8-norbornyl and -9-norbornyl proceed with low exo/endo rate ratios (10), unlike secondary 2-norbornyl (280) and the analogous tertiary derivatives wherein the exo/endo rate ratios increase progressively with increasing U-shaped character.The possible factors responsible for this difference in behavior are discussed.One possible factor can be nucleophilic solvent participation in the secondary systems, absent both in secondary 2-norbornyl and in tertiary solvolyses.An examination of the products of acetolysis of a number of bicyclic secondary tosylates reveals predominant inversion during acetolysis, suggesting solvent participation.
