281-05-0Relevant articles and documents
Telomerization of Z,Z-cyclooctadiene with halomethanes catalyzed by chromium, copper, and molybdenum compounds in the presence of water
Khusnutdinov,Shchadneva,Oshnyakova,Dzhemilev
experimental part, p. 435 - 441 (2012/04/23)
The telomerization of 1Z,5Z-cyclooctadiene with halogenated methanes (CCl4, CBrCl3, CHCl3, CH2Cl 2) mediated by chromium, copper, and molybdenum complexes has been investigated. It has been shown that the use of water as a nucleophilic additive promotes the formation of 1,4- and 1,5-epoxycyclooctanes and anti-8-(trichloromethyl)bicyclo[3.2.1]octan-exo-2-ol. Pleiades Publishing, Ltd., 2011.
Oxymetallation. Part 13. Synthesis of Bicyclic Peroxides via Peroxymercuriation of Cyclic Dienes
Bloodworth, A.J.,Khan, Jamil A.,Loveitt, M.E.
, p. 621 - 632 (2007/10/02)
The bis-mercuriated derivative (12) of 9,10-dioxabicyclodecane has been prepared by peroxymercuriation of cis,cis-octa-1,5-diene, but substantial amounts of bicyclic ethers are also formed in the reaction.The bicyclic peroxides (4) and (5) have been obtained from (12) by reduction and brominolysis respectively. 8,9-Dioxabicyclodecane (6) and the dibromo-derivative (7) have similarly been prepared by peroxymercuriation and demercuriation of cyclo-octa-1,4-diene.It is suggested that the isomeric purity of the peroxides and the concurrent formation of bicyclic ethers both result from equilibrium control of reversible (per)oxymercuriation-de(per)oxymercuriation.A low yield of the -peroxide (8) has been obtained by peroxymercuriation and brominolysis of cyclohexa-1,4-diene, but attempts to prepare -compounds from 5,5-disubstituted cyclopentadienes have been unsuccessful.