1744-45-2Relevant academic research and scientific papers
Thermoresponsive luminescence properties of polyfluorinated bistolane-type light-emitting liquid crystals
Yamada, Shigeyuki,Morita, Masato,Agou, Tomohiro,Kubota, Toshio,Ichikawa, Takahiro,Konno, Tsutomu
supporting information, p. 5609 - 5617 (2018/08/17)
We developed and characterized four polyfluorinated bistolane derivatives. These compounds, which possess either two alkoxy substituents or an alkoxy group and a bromine atom in their two molecular terminals, were synthesized from readily available 4-alko
A general method for copper-catalyzed arene cross-dimerization
Do, Hien-Quang,Daugulis, Olafs
supporting information; experimental part, p. 13577 - 13586 (2011/10/10)
A general method for a highly regioselective copper-catalyzed cross-coupling of two aromatic compounds using iodine as an oxidant has been developed. The reactions involve an initial iodination of one arene followed by arylation of the most acidic C-H bon
Thermodynamics of halogen bonding in solution: Substituent, structural, and solvent effects
Sarwar, Mohammed G.,Dragisic, Bojan,Salsberg, Lee J.,Gouliaras, Christina,Taylor, Mark S.
supporting information; scheme or table, p. 1646 - 1653 (2010/04/04)
A detailed study of the thermodynamics of the halogen-bonding interaction in organic solution is presented. 19F NMR titrations are used to determine association constants for the interactions of a variety of Lewis bases with fluorinated iodoalkanes and iodoarenes. Linear free energy relationships for the halogen bond donor ability of substituted iodoperfluoroarenes XC 6F4I are described, demonstrating that both substituent constants (σ) and calculated molecular electrostatic potential surfaces are useful for constructing such relationships. An electrostatic model is, however, limited in its ability to provide correlation with a more comprehensive data set in which both halogen bond donor and acceptor abilities are varied: the ability of computationally derived binding energies to accurately model such data is elucidated. Solvent effects also reveal limitations of a purely electrostatic depiction of halogen bonding and point to important differences between halogen bonding and hydrogen bonding.
A simple base-mediated halogenation of acidic sp2 C-H bonds under noncryogenic conditions
Do, Hien-Quang,Daugulis, Olafs
supporting information; experimental part, p. 421 - 423 (2009/07/04)
(Chemical Equation Presented) A new method has been developed for in situ halogenation of acidic sp2 carbon-hydrogen bonds in heterocycles and electron-deficient arenes. Either selective monohalogenation or one-step exhaustive polyhalogenation is possible for substrates possessing several C-H bonds that are flanked by electron-withdrawing groups. For the most acidic arenes, such as pentafluorobenzene, K3PO4 base can be employed instead of BuLi for metalation/halogenation sequences.
C-I STRETCHING VIBRATIONS IN IODOBENZENES
Fugaeva, O.M.,Korobeinicheva, I.K.,Bardin, V.V.
, p. 2309 - 2311 (2007/10/02)
Comparison of the calculated and experimental IR and Raman spectra of a series of iodobenzenes showed that the C-I stretching vibrations for these compounds correspond to a very highly polarized Raman band 150 - 270 cm-1 (ρ = 0.1).The position of this band depends on the mass of the para substituent and relative position of the fluorine and iodine atoms in the molecule.The UV absorption spectral data indicate an interaction of the iodine atom and para substituents through the ?-system.Opposite substituent effects on the change in intensity of the B-band in the UV spectra of iodobenzenes and tetrafluoroiodobenzenes were noted.
Organothallium Compounds. XVIII The Effect of Antimony Pentafluoride and Fluorosulfuric Acid on the Thallation of Polyfluoroarenes
Deacon, Glen B.,Smith, Richard N.M.
, p. 1587 - 1597 (2007/10/02)
The polyfluoroarenes m-H2C6F4, m-O2NC6F4H, m- and p-BrC6F4H, (p-HC6F4)2, C6F5H, 1,3,5-F3C6H3 and m-FSO2C6F4H have been thallated by thallic trifluoroacetate in fluorosulfuric acid in the presence of antimony pentafluoride.Substantial dithallation of m-H2C6F4 and 1,3,5-F3C6H3 and slight trithallation of the latter have been achieved.The products were identified by conversion into the corresponding polyfluoroiodoarenes on reaction with aqueous sodium iodide.From the reaction with pentafluorobenzene, pentafluorophenylthallium(III) species have been characterized. 1,2,4,5-Tetrafluoro-3-methoxybenzene was thallated by thallic trifluoroacetate in 1,2-dichloroethane in the presence of boron trifluoride etherate, but C6F5H and p-MeC6F4H failed to react.
