80232-63-9Relevant academic research and scientific papers
Syntheses, structures, and complexation properties of photoresponsive crownophanes
Fuerstner, Alois,Seidel, Guenter,Kopiske, Carsten,Krueger, Carl,Mynott, Richard
, p. 655 - 662 (2007/10/03)
A set of tethered bis-benzophenone or -benzaldehyde derivatives was subjected to intramolecular McMurry reactions, thus affording hybrids with cyclophane and crown ether substructures ("crownophanes"). All macrocycles were formed in reasonable yields even at rather high concentrations. A comparative study showed that low-valent titanium [Ti] exerts a strong template effect whereas alkali metal salts accumulating during its preparation have only little influence upon the preorganization of the substrates in a favorable podand-like conformation, Ester linkages in the tethers turned out to be only partly compatible with the reaction conditions. Crystal structures of crownophanes 7, 8, and 12 are described. A 1H- and 13C-NMR study on the complexation of Ag(+1) by 8 and 10 revealed that the endocyclic arene entities rather than the polyether chains are the major sites of interaction of the cation with its host. VCH Verlagsgesellschaft mbH, 1996.
TRANSFORMATIONS PHOTOCHIMIQUES d'ENDOPEROXYDES DERIVES d'HYDROCARBURES AROMATIQUES POLYCYCLIQUES-I; CAS DU PHOTOOXYDE DE DIPHENYL-9,10 ANTHRACENE; OBTENTION ET PROPRIETES DU DIEPOXYDE ISOMERE
Rigaudi, J.,Scribe, P.,Breliere, C.
, p. 2585 - 2593 (2007/10/02)
When irradiated at long wavelengths (λ>=435 nm), the 9,10-endoperoxide of 9,10-diphenylanthracene 1a isomerizes to the 4a,10:9,9a-diepoxide 4a, which can be isolated at low temperature.On warming at 20-25 deg C, 4a gives only the benzocyclobutenic diether 6a by electrocycling ring opening and cyclisation, whereas under irradiation it undergoes, degradation to 10-hydroxy-10-phenyl-9-anthrone 7a and isomerizations to the bicyclic acetal 8a and to the benzofurobenzofuran 9a.These transformations of 4a explain previous results obtained when irradiating 1a under various conditions; their mechanisms are discussed.
