528869-06-9Relevant articles and documents
Catalyst-Free Hydrodefluorination of Perfluoroarenes with NaBH4
Schoch, Timothy D.,Mondal, Mukulesh,Weaver, Jimmie D.
supporting information, p. 1588 - 1593 (2021/03/03)
Presented is an economical means of removing fluorine from various highly fluorinated arenes using NaBH4. The procedure was adapted for different classes of perfluoroarenes. A novel isomer of an emerging class of organic dyes based on the carbazole phthalonitrile motif was succinctly synthesized in two steps from tetrafluorophthalonitrile, demonstrating the utility of the hydrodefluorination procedure. Initial exploration of the dye shows it to be photoactive and capable of facilitating contrathermodynamic styrenoid E/Z isomerization.
Boosting hydrogen evolution by using covalent frameworks of fluorinated cobalt porphyrins supported on carbon nanotubes
Xu, Gelun,Lei, Haitao,Zhou, Guojun,Zhang, Chaochao,Xie, Lisi,Zhang, Wei,Cao, Rui
supporting information, p. 12647 - 12650 (2019/10/28)
A cobalt(ii) tetrakis(2,3,5,6-tetrafluoro-4-ethynylphenyl)porphyrin (FCoP-H) was designed and synthesized. With carbon-nanotube-templated polymerization, covalent porphyrin frameworks using FCoP-H can be synthesized via the Hay-coupling. The resulting FCo
Preparation of donor-acceptor substituted fluorostilbenes and crystal chemistry of fluorinated (E)-4-(4-halogeno-styryl)-benzonitriles
Mariaca, Raúl,Labat, Ga?l,Behrnd, Norwid-Rasmus,Bonin, Michel,Helbling, Fabien,Eggli, Patrick,Couderc, Ga?tan,Neels, Antonia,Stoeckli-Evans, Helen,Hulliger, Jürg
scheme or table, p. 175 - 196 (2009/07/25)
The syntheses and crystal structures of a series of fluoro-substituted halogeno (Cl, Br, I)-cyano-stilbenes containing donor and acceptor groups (D-π-A) are reported. These molecules show a tendency to form antiparallel chain-like structures and herringbone packing, crystallising predominantly in a centric space group. However, second harmonic generation measurements bear evidence for orientational disorder leading to partial polar order below the ordinary X-ray structure determination limit. Some co-crystals are isostructural with their components. The non-fluoro as well as the halogeno-fluoro substituted components of co-crystals seem to impose their crystal structure on the complementary fluoro- or cyano-fluoro substituted components. Co-crystallization enhanced the deviation from centrosymmetry.
Fluorinated molecules relevant to conducting polymer research
Krebs, Frederik C.,Jensen, Thomas
, p. 77 - 84 (2007/10/03)
The synthesis of versatile fluorine compounds for conducting polymer research on fluorinated materials is presented. 1,2,4,5-Tetrafluorobenzene was converted to 1,2,4,5-tetrafluorobenzaldehyde (1) and protected as an acetal. This gave the acetals 1,2,4,5-tetrafluoro-3-(1,3-dioxol-2-yl)benzene (2a) and 1,2,4,5-tetrafluoro-3-(5,5-dimethyl-1,3-dioxan-2-yl)benzene (2b). Compounds 2a and 2b were converted into the semiprotected 2,3,5,6-tetrafluoroterephthaldehydes: 1,2,4,5-tetrafluoro-3-(1,3-dioxol-2-yl)-6-formylbenzene (3a) and 1,2,4,5- tetrafluoro-3-(5,5-dimethyl-1,3-dioxan-2-yl)-6-formylbenzene (3b). While 3a was easily deprotected to give 2,3,5,6-tetrafluoroterephthaldehyde (4) compound 3b proved very resilient to hydrolysis and gave a 1:1 mixture of 4 and 1,2,4,5-tetrafluoro-3,6-bis(5,5-dimethyl-1,3-dioxan-2-yl)benzene (5). Compound 4 was reduced to 1,2,4,5-tetrafluoro-3,6-dihydroxymethylbenzene (6) and converted into 1,2,4,5-tetrafluoro-3,6-dibromomethylbenzene (7). Compound 7 was finally converted into 1,2,4,5-tetrafluoro-3,6-bis(diethylphosponylmethyl)benzene (8). Compounds 4 and 8 are versatile fluorinated molecules that can be used to replace their hydrogen counterparts in many molecules and materials. To illustrate this compounds 4 and 8 were oligomerised to give partially fluorinated polyphenylenevinylene (9).
