Reaction of alkylhypochlorites and xenon difluoride with cyclohexene

Janus all‐cis‐1,2,3,4,5,6‐Hexafluorocyclohexane: A Molecular Motif for Aggregation‐Induced Enhanced Polarization

“…[5][6][7] Due to these unique properties of F, fluorination has already emerged as ap owerful strategy in chemistry and materials cience to design and functionalize systems with interesting electronic, chemical, and mechanical properties, and which have many practical applications. [1,4,[8][9][10][11][12][13] For example, fluoropolymers such as polytetrafluoroethylene (PTFE, popularly knowna sT eflon), ethylene tetrafluoroethylene (ETFE), and polyvinylidene difluoride (PVDF) are among the most widely produced polymers globally.M any fluorinated derivatives are now routinely used in the pharmaceutical industry and continuet ob ea ctively investigated for their pharmacological properties as anticancer, antibacterial, antifungal, antiviral, and antidiabetic drugs. [5,[14][15][16][17][18][19][20][21] Similarly,for nanoscale systems, selective, partial,and complete fluorination methodsa re now available to prepare novel highperformance materials by the fluorination of carbon nanotubes,f ullerenes, graphenes, nanodiamonds, and organic liquid crystals.…”

“…As the van der Waals radius of the F atom is small (1.47 Å) and comparable to that of the H atom (1.20 Å), substitution of F for H can enable significant electronic tunability in a system without introducing additional steric perturbation . Due to these unique properties of F, fluorination has already emerged as a powerful strategy in chemistry and material science to design and functionalize systems with interesting electronic, chemical, and mechanical properties, and which have many practical applications . For example, fluoropolymers such as polytetrafluoroethylene (PTFE, popularly known as Teflon), ethylene tetrafluoroethylene (ETFE), and polyvinylidene difluoride (PVDF) are among the most widely produced polymers globally.…”

4-Aryl(benzyl)sulfonyl-2-chloro-5-polyfluoroalkyl-1,2,3-triazoles. The first monocyclic N-chloro-1,2,3-triazoles

“…The reaction of chlorine fluoride with the starting triazole occurs with cleavage of the C-SO 2 Tol-p bond to form the sulfofluoride 7. However, bearing in mind the high oxidative properties of the ClF molecule [15] and the fact that the reaction occurs in acetonitrile such an explanation may not be convincing. It appears more likely that compound 6 is formed as a result of reaction of the potassium salt of the triazole 5 with products of the reaction of ClF with acetonitrile.…”

Functionalization of Organic Molecules by Xenon Fluorides

“…Xenon difluoride also reacts with various alcohols and the formation of unstable alkoxyxenon fluoride was suggested 84 . Reactions of alkyl hypochlorites with xenon difluoride in the presence of cyclohexene give complex reaction mixtures, while the formation of a complex between xenon difluoride and alkyl hypofluorite was suggested to explain the formation of 1-chloro-2-fluorocyclohexane as the main product 104,105 (Scheme 38). SCHEME 38 Rearrangement was observed in the reaction of benzyl alcohol with xenon difluoride 106 , while deactivating substituents on the phenyl ring even improved the selectivity of the transformation and the yields of fluoromethoxy derivatives formed rose to 75-85% (Scheme 39).…”