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Hexaphenylethane synthesis

Carbon-carbon bond splitting would be a most interesting reaction from the standpoint of organic synthesis. But, so far, only one example of such a reaction is known. Schott and Wilke reported that hexaphenylethane undergoes a carbon-carbon bond cleavage in the following way 26). However, this is possible only due to a large steric effect and seems to be an exception. [Pg.48]

Hexaphenylethane, 1, is interesting beeause all attempts to make it have failed, and its synthesis would represent the denouement to a historical saga and shed light on certain questions of theoretical interest. [Pg.115]

The first attempt to make hexaphenylethane seems to have been by Gombeig [1,2], His stated reason for this seems now quite prosaic it was ancillary to another problem, namely to compare its behavior with that of tetrapheitylmethane toward a color test, thus checking the reliability of this test as evidence for the tetrapheiyl-methane stmcture. Interestingly, the tetraphenylmethane work, the motive force for the attempted hexapheiylethane synthesis, evidently fonnd its justification in the desire to probe the limits to the crowding of groups around a carbon atom, a matter clearly closely connected to the stracture and properties of hexaphertylethane. [Pg.115]

The preparation in 1978 of the first genuine (unbridged) hexaphenylethane. With the revelation in 1968 that the dimer in equilibrium with tripheitylmethyl was the methylenecyclohexadiene 3, the hexaphenylethane problem, believed for decades to have been solved, arose a in in a sharply focused form synthesis. Around the time of the stmcture disproof of the traditional hexaphenylethane, derivatives of this compound were known, bnt in all of these steric ortho-type repulsions (Fig. 8.1) were redneed or eliminated by ortho bonding, as infor example 6 [22] and... [Pg.119]

In the light of all these calculations and experiments, what can we say about hexaphenylethane The synthesis of the substituted hexapheiylethanes 9 and 10 and the calculations of Vreven and Morokuma (above) indicate that hexapheitylethane can exist. As was exhorted for tetra-r-butylethene, the search for it must and will continue [39],... [Pg.128]


See other pages where Hexaphenylethane synthesis is mentioned: [Pg.12]    [Pg.26]    [Pg.391]    [Pg.391]    [Pg.116]    [Pg.122]    [Pg.187]   


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Hexaphenylethane

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