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• W1970061936 abstract "The asymmetric synthesis of a chiral, nonracemic π-conjugated system with D2 point group of symmetry, dodecaphenylene 4 is described. In the key step, (−)-sparteine- and Cu(II)-mediated oxidation of 2,2′-dilithio-1,1′-biaryls in ether gives the corresponding dimers, tetra-o-phenylenes, in 80% isolated yields and 50–60% ee's. X-Ray crystallography confirms the structure of rac-4 and its molecular shape of a Greek cross. The torsional angles between the benzene rings in the tetra-o-phenylene core of rac-4 are in the 56.5–71.0° range. However, CD and UV spectra of 4 in CH2Cl2 are consistent with significant conjugation between the four terphenyl moieties." @default.
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• W1970061936 date "2001-04-01" @default.
• W1970061936 modified "2023-10-16" @default.
• W1970061936 title "A Greek cross dodecaphenylene: sparteine-mediated asymmetric synthesis of chiral D2-symmetric π-conjugated tetra-o-phenylenes" @default.
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• W1970061936 doi "https://doi.org/10.1016/s0040-4020(01)00241-1" @default.
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