词条 | Polyquinane |
释义 |
A polyquinane polycyclic compound consisting of fused five-membered hydrocarbon rings.[1] If the compound is unsaturated instead of saturated, it is called a polyquinene. The simplest polyquinane is the bicyclic compound bicyclo[3.3.0]octane. Other members are triquinacene and dodecahedrane. {{clear}}TriquinaceneThe compound triquinacene, sometimes simply called quinacene (tricyclo[5.2.1.04,10]deca-2,5,8-triene) is the second member of a family of polyquinenes. It was synthesized in 1964 in the group of R. B. Woodward[2] in connection with its suspected homoaromatic properties—though it was found to have no such properties—and also as part of a failed attempt to synthesize the then-elusive compound dodecahedrane. Triquinacene is stable, and has a melting point of 18 °C. The final step of its synthesis is a double Cope reaction to form two of the three alkenes. See also
References1. ^{{GoldBookRef|file=P04751|title=polyquinanes (polyquinenes)}} 2. ^{{cite journal | title = Triquinacene | first1 = R. B. | last1 = Woodward | author1-link = Robert Burns Woodward | first2 = T. | last2 = Fukunaga | first3 = Robert C. | last3 = Kelly | year = 1964 | issue =15 | pages = 3162–3164 | doi = 10.1021/ja01069a046 | journal = Journal of the American Chemical Society | volume = 86}} 2 : Polycyclic nonaromatic hydrocarbons|Cyclopentanes |
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