Formation and Rearrangement of a Congested Spiropentane from the Trapping of Dibenzonorcarynyliden(e/oid) by
Alexander D Roth1, Dasan M Thamattoor1
1Department of Chemistry, Colby College, Waterville, Maine 04901, United States.
Abstract:
The low-temperature treatment of 1,1-dibromo-1a,9b-cyclopropa[l]phenanthrene with butyllithium appeared to produce dibenzonorcarynyliden(e/oid) which could be intercepted with phencyclone to produce a hindered spiropentane. The spiropentane readily rearranges, thermally and photochemically, into a triphenylene phenol derivative. The spiropentane and its rearrangement product were characterized by X-ray crystallography.
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