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- W2088628107 abstract "Reactions between the C,C′-dicopper(I) derivative of ortho-carborane and ortho-, meta- and para-diiodobenzene are reported. The reaction with 1,2-C6H4I2 unexpectedly afforded 2,2′-bis(1′-ortho-carboranyl)biphenyl, [HCB10H10CC6H4]2 2, whereas reactions with 1,3- or 1,4-C6H4I2 provided alternative routes to 1,3-bis(1′-ortho-carboranyl)benzene 3 and 1,4-bis(1′-ortho-carboranyl)benzene 4, respectively. The crystal structure of the biphenyl derivative 2 revealed significant distortions in the biphenylene framework attributable to the proximity of the two bulky carborane cages. UV absorption spectra and electrochemical data on 2 and 3 showed little electronic communication between the two carborane cages in either, and negligible π-conjugation between the two ortho-phenylene rings in 2. However, substantial evidence was found of electronic communication between the carborane cages via the para-phenylene bridge in 4. B3LYP/6-31G∗ computations have been carried out on compounds 2 and 4, on 4,4′-bis(ortho-carboranyl)biphenyl 6 and on 1,2-bis(1′-ortho-carboranyl)benzene 7. Those on 2, 4 and 6 show the computed geometries to be in very good agreement with the experimental geometries: those on 7 allowed the reported molecular geometry of this compound to be revised and revealed a long cage C–C bond of 1.725(3) Å." @default.
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- W2088628107 date "2014-08-01" @default.
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- W2088628107 title "Studies on bis(1′-ortho-carboranyl)benzenes and bis(1′-ortho-carboranyl)biphenyls" @default.
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- W2088628107 doi "https://doi.org/10.1016/j.tet.2014.05.102" @default.
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