130861-52-8Relevant academic research and scientific papers
Stereochemistry of the Thermal Isomerizations of (1R,2S)-1-(E-1-Propenyl)-2-phenylcyclopropane to 3-Methyl-4-phenylcyclopentenes
Baldwin, John E.,Bonacorsi, Samuel
, p. 7401 - 7409 (1994)
When (1R,2S)-trans-1-(E-1-propenyl)-2-phenylcyclopropane is heated at 234.4 deg C in the gas phase, it is isomerized reversibly to its (1S,2R) enantiomer and to the enantiomers of cis-1-(E-1-propenyl)-2-phenylcyclopropane as the four isomers of 3-methyl-4
Vinylcyclopropane Complexes and Vinylcyclopropanes from Benzylidene Complexes and 1,3-Dienes
Fischer, Helmut,Hofmann, Josef
, p. 981 - 988 (2007/10/02)
Benzylidenepentacarbonyl complexes (CO)5M (1) a), OMe (b); M = Cr: R = H (c), OMe (d)>, react with cyclopentadiene by stereospecific transfer of the benzylidene ligand to one C=C bond of the diene and coordination of the resulting endo-6-arylbicyclohex-2-ene (4) to the metal.The (CO)5M fragment occupies the exo-position.Addition of bromide liberates 4 from the metal.The reaction of 1a with 1,3-cyclohexadiene gives the corresponding (endo-7-phenylbicyclohept-2-ene)tungsten complex (6) and, after addition of Br-, the free bicyclic compound.The sequential reaction of 1a with 1,2,3,4,5-pentamethylcyclopentadiene and Br- affords the endo-6-phenyl-exo-4-methyl isomer of pentamethylphenylbicyclohex-2-ene 9 with more than 85percent stereoselectivity.The benzylidene transfer from 1a to cis- and trans-pentadiene, isoprene, and 2-chloro-1,3-butadiene proceeds regiospecifically to the more electron-rich C=C bond to give (E)- and (Z)-phenylvinylcyclopropanes.The E/Z ratio ranges from 0.52 to 2.2.The strucutres of the complexes 3d and 6 were established by X-ray analyses.
