16084-65-4Relevant academic research and scientific papers
Chlorofluorocarbene from Reaction of Fluorotrichloromethane with Reduced Titanium. Synthesis of 1-Chloro-1-fluorocyclopropanes
Dolbier, William R.,Burkholder, Conrad R.
, p. 589 - 594 (1990)
Generation of chlorofluorocarbene by reaction of CFCl3 with reduced titanium at O deg C, in the presence of various alkenes, produces 1-chloro-1-fluorocyclopropanes in good yield.Evidence from the syn/anti product ratios, including generation of chloroflu
Thermal cyclopropyl—allyl rearrangement of gem-chlorofluorocyclopropanes under gas-phase pyrolysis conditions. Formation of chlorofluoroalkenes and 2-fluorobuta-1,3-dienes
Volchkov,Lipkind,Nefedov
, p. 1391 - 1401 (2019)
The gas-phase pyrolysis of isomeric 2-chloro-2-fluoro-1-phenylcyclopropanes in a flow reactor at 250–430 °С gives 1-phenyl- and 3-phenyl-3-chloro-2-fluoropropenes. Under similar conditions, methyl-substituted gem-chlorofluorocyclopropanes undergo cyclopropyl—allyl isomerization accompanied by dehydrochlorination to form chlorofluoroalkenes and 2-fluoro-buta-1,3-dienes.
Photochemical activation of metalloporphyrin carbene complexes
Ziegler, Christopher J.,Suslick, Kenneth S.
, p. 83 - 90 (1997)
While the photochemistry of simple metalloporphyrin complexes has been explored to some extent, the photoactivation of multiple-bonded axial ligands coordinated to metalloporphyrins has not been previously examined. We report here the photochemistry of several iron porphyrin carbene and vinylidene complexes. Irradiation of these complexes with visible light cleaves the iron-carbon double bond and produces a four coordinate iron(II) porphyrin and a free carbene, which can be trapped in high yield with a variety of alkenes. This photochemistry is unique among organo transition metal complexes of carbenes or alkylidenes. For these metalloporphyrin carbene complexes, the presence of the porphyrin ring alters the photoreactivity of the metal-carbon bond. This is probably due to the mixing between the π * orbitals of the porphyrin ring and the iron-carbon orbitals, which is also responsible for the hypso-type spectrum (i.e. blue-shifted) seen in these complexes. Hypso spectra are a common trait in other photodissociative porphyrin complexes, most notably CO complexes.
CuCl-catalyzed isomerization of gem-Chlorofluoro-cyclopropanes into chlorofluoroalkenes
Volchkov, Nikolai V.,Novikov, Maksim A.,Lipkind, Mariya B.,Nefedov, Oleg M.
, p. 19 - 21 (2013)
CuCl-catalyzed isomerization of gem-chlorofluorocyclopropanes into chlorofluoroalkenes occurs as a result of the ring opening accompanied by the migration of chlorine atom. In the case of vinyl- or cyclopropyl-containing substrates, chlorofluoroalkadienes
TMSCFX2(X = Cl, Br) as halofluorocarbene sources for the synthesis of halofluorocyclopropanes
Chen, Dingben,Fan, Zili,Huang, Ling,Gao, Kaili,Xiao, Pan,Ni, Chuanfa,Hu, Jinbo
, p. 319 - 322 (2021/01/25)
TMSCFX2 (X = Cl, Br; TMS = trimethylsilyl) have been developed as halofluorocarbene (CFX, X = Cl, Br) precursors for [2+1] cyclopropanation with alkenes. Structurally diverse halofluorocyclopropanes were obtained in good to excellent yields. It was found
Copper(I)-catalyzed solvolysis of gem-chlorofluoro- and gem-bromofluorocyclopropanes. Preparation of 2-fluoroallylic ethers, esters and alcohols
Novikov, Maxim A.,Volchkov, Nikolai V.,Lipkind, Maria B.,Nefedov, Oleg M.
, p. 131 - 143 (2015/10/05)
Copper(I)-catalyzed solvolysis of gem-chlorofluoro- and gem-bromofluorocyclopropanes in MeOH, NaOAc/AcOH, NaOAc/DMF, HCO2Na/HCO2H or water/dioxane affords 2-fluoroallylic ethers, esters or alcohols in moderate to excellent yields. Th
