110852-80-7Relevant academic research and scientific papers
LES (TRIMETHYLSILYL)BICYCLO-ALCENES, NOUVEAUX SILYLCYCLOPROPANES BICYCLIQUES FONCTIONNELS
Grignon-Dubois, M.,Dunogues, J.,Ahra, M.
, p. 216 - 225 (1988)
A convenient synthesis of new silylbicyclo-alkenes is reported involving a facile and rapid process and giving both endo and exo monosilyl isomers as well as gem-disilyl derivatives.The behaviour of these species towards acids has been investigated.Both the size of the large ring and the double-bond position play a role in the regiochemistry of the electrophilic attack.These results bring to ligth new perspectives for functionalization of cyclololefins via cyclopropanation.
Dehydrohalogenation of adducts of dichlorocarbene with cyclooctene and its peripherally cyclopropanated analogs
Kuznetsova,Kokoreva,Averina,Zefirov,Grishin,Zefirov
, p. 929 - 933 (1999)
Dehydrohalogenation of three isomeric adducts of dichlotocarbene with bicyclo[6.1.0]non-1-, -2-, and -4-enes under the action of potassium tert-butoxide in DMSO was studied. In the course of dehydrohalogenation of the substrates under study, different isomerization processes, which were accompanied by repeated migrations of multiple bonds that formed, occurred depending on the structure of dichlorides, while no skeletal rearrangements were observed.
A remote stereochemical lever arm effect in polymer mechanochemistry
Wang, Junpeng,Kouznetsova, Tatiana B.,Kean, Zachary S.,Fan, Lin,Mar, Brendan D.,Martnez, Todd J.,Craig, Stephen L.
, p. 15162 - 15165 (2014)
Molecular mechanisms by which to increase the activity of a mechanophore might provide access to new chemical reactions and enhanced stress-responsive behavior in mechanochemically active polymeric materials. Here, single-molecule force spectroscopy reveals that the force-induced acceleration of the electrocyclic ring opening of gem-dichlorocyclopropanes (gDCC) is sensitive to the stereochemistry of an α-alkene substituent on the gDCC. On the ～0.1 s time scale of the experiment, the force required to open the E-alkene-substituted gDCC was found to be 0.4 nN lower than that required in the corresponding Z-alkene isomer, despite the effectively identical force-free reactivities of the two isomers and the distance between the stereochemical permutation and the scissile bond of the mechanophore. Fitting the experimental data with a cusp model provides force-free activation lengths of 1.67 ± 0.05 and 1.20 ± 0.05 ? for the E and Z isomers, respectively, as compared to 1.65 and 1.24 ? derived from computational modeling.
ACYLATION OF BICYCLOALK-2-ENES BY ACYLIUM SALTS
Vasil'ev, A. A.,Luzikov, Yu. N.,Balenkova, E. S.
, p. 917 - 921 (2007/10/02)
During the acylation of bicyclohex-2-ene and bicyclooct-2-ene with acetyl fluoroborate the inner bond of the three-membered ring is opened, and fluoro ketones of the cyclohexene and cyclooctene series respectively are formed.The acylation of
