
Tetrahedron Letters p. 217 - 220 (1980)
Update date:2022-08-02
Topics:
Wong, Henry N.C.
Sondheimer, Franz
Treatment of the di-lithium derivative of 1,2-diethynyl-benzene (1) with o-xylene-α,α′-diol di-p-toluenesulphonate (2) in tetrahydrofuran led to 5,12-dihydronapthacene (5) as the only identifiable product. This reaction presumably involves 5,12-dihydro-6,11-didehydronaphthacene (4) as an intermediate, and this was confirmed by the formation of 5,12-dihydro-6,11-dideuterio-naphthacene when the reaction was carried out in tetrahydrofuran-d8.
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Doi:10.1021/ja9601797
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(1980)