22824-82-4Relevant academic research and scientific papers
Synthesis of diaza-analogue of fluorenone and spirobifluorene
Wu, Guo-Hong,Liu, Qian-Cai,Tang, Jie
scheme or table, p. 1157 - 1168 (2011/03/22)
The effective syntheses of diaza-analogue of fluorenone and spirobifluorene with N=N bond has been conducted with the using of ninhydrin and corresponding acetyl derivatives of arenes. Single-crystal X-ray diffraction of 2-(spirobifluoren-2-yl)-3,4-dizasp
Synthesis and properties of 9,9′-spirobifluorene-based heterocycles
Chea, Jong Myoung,Jahng, Yurngdong
experimental part, p. 1573 - 1580 (2009/12/24)
A series of 9,9′-spirobifluorene-derived JV-heterocycles were prepared by Frielaender reaction of 2-acetyl-9,9′-spirobifluorene with a series of ortho-aminoaldehydes in 74-88% yields. Spectral properties and abilities to form Ru(II) complexes were examined.
Electrochemistry of 9,9'-Spirobifluorene Derivatives: 2-Acetyl- and 2,2'-Diacetyl-9,9'-Spirobifluorene. Preparation of Stereoisomeric 2,3-bis(9,9-Spirobifluoren-2-yl)butane-2,3-diols
Mattiello, Leonardo,Rampazzo, Liliana
, p. 2243 - 2248 (2007/10/02)
2-Acetyl- and 2,2'-diacetyl-9,9'spirobifluorene 1 and 2 were studied by cyclic voltammetry in dimethylformamide.The corresponding anion radicals show remarkable persistency in aprotic DMF.The (apparent) standard potentials are E0=-1.77 V (SCE) and E0=-1.75 V for the (quasireversible) reduction of 1 and 2 to the anion radicals, respectively.Preparative electrolysis of 1 in DMF-Et4NClO4 (0.1 mol dm-3), with excess acetic acid as proton donor, furnished alcohol 3 and the diastereoisomeric pinacols 5 and 6, which were isolated and characterized.The diastereoisomeric excess, de, as evaluated (NMR) on the electrolyzed solution was only slightly in favour of the (+/-) compound.Spectroscopic properties of compounds 1-6 are, inter alia, the 13C NMR chemical shift for the spiro-carbon at δ=65.9 (TMS), and the fragmentation patterns in the mass spectra, with the 100percent relative abundance of the molecular-ion M radical cation in the case of the aromatic ketones 1 and 2.Some comments on the influence of conformations of 5 and 6 and of the presence of an intramolecular hydrogen-bond in some intermediates and products are also presented.
