22037-28-1Relevant articles and documents
Synthesis and characterization of regiorandom and regioregular poly(3-octylfuran)
Politis,Nemes,Curtis
, p. 2537 - 2547 (2001)
Poly(3-octylfuran) has been synthesized with three regioregularities: P3OF-95, P3OF-75 and P3OF-50, where the number signifies the percentage HT content. The 95% HT material is highly crystalline with a structure similar to that of HT-poly(3-octylthiophene), P3OT. The lamellar spacing is 22.1 A and the π-stacking distance is 3.81 A. UV-vis spectroscopy reveals that P3OF-95 is aggregated in CHCl3 solution, and solid films of P3OF-95, but not P3OF-75 or -50, show Davydov and exciton band splitting due to the interactions of the π-systems in the stacked morphology. An estimate of the Davydov splitting is 0.15 eV (1200 cm-1). P3OF is reversibly oxidized at 0.32 V vs ferrocene/ferrocenium, but increasing the potential to 1.15 V leads to irreversible oxidation. Films of P3OF may be p-doped with iodine vapor. Doped P3OF-95 and -75 films have electrical conductivities of 10-2 and 10-7 S/cm, respectively. The UV-vis-NIR spectra of the iodine-doped films are interpreted in terms of molecular-like transitions involving the LUMO, HOMO, HOMO-1, and transitions across a Peierls distortion-induced gap in the intermolecular conduction band that is formed by the overlap of the π-systems of the stacked partially oxidized chains. The conduction band gap estimated for P3OF-95 is 0.34 eV, and that for P3OF-75 is 0.9 eV. The P3OF samples are thermally stable in N2 atmosphere to between 275°C (P3OF-50) and 380°C (P3OF-95), but suffer thermal oxidation above 150°C or light-induced oxidation at room temperature.
Synthesis and activity studies of analogues of the rat selective toxicant norbormide
Rennison, David,Bova, Sergio,Cavalli, Maurizio,Ricchelli, Fernanda,Zulian, Alessandra,Hopkins, Brian,Brimble, Margaret A.
, p. 2963 - 2974 (2008/02/01)
Norbormide [5-(α-hydroxy-α-2-pyridylbenzyl)-7-(α-2-pyridylbenzylidene)-5-norbornene-2,3-dicarboximide] (NRB, 1), an existing but infrequently used rodenticide, is known to be uniquely toxic to rats but relatively harmless to other rodents and mammals. A series of NRB-related analogues were prepared to investigate the structural features responsible for, and the in vitro biological markers indicative of, in vivo lethality of the parent molecule in rats. Their synthesis and biological evaluation (vasoconstriction, vasodilation, mitochondrial dysfunction, cardiotoxicity and lethality) is described.
An improved synthesis of 3-substituted furans from substituted butene- 1,4-diols
Kraus, George A.,Wang, Xuemei
, p. 1093 - 1096 (2007/10/03)
A two-phase mixture of water and hexanes improves the yields of furans produced by the oxidation of butene-1,4-diols.
Synthesis of polysubstituted 3-thiofurans by regiospecific mono-ipso-substitution and ortho-metallation from 3,4-dibromofuran
Alvarez-Ibarra, Carlos,Quiroga, Maria L.,Toledano, Emilio
, p. 4065 - 4078 (2007/10/03)
The synthetic potential of 3,4-dibromofuran has been assessed by its conversion into 3,4-disubstituted furans via mono-S-ipso-substitution. The ability of 3-methylthio and 3-phenylthio substituents for directing the metallation at position α-relative to the substituent has allowed the regiospecific alkylation. It provides a straightforward approach to several 3-monothiosubstituted furans which are receiving increasing interest as odour and flavour chemicals.
