
Tetrahedron p. 3943 - 3956 (1986)
Update date:2022-07-30
Topics:
Baldwin, Jack E.
Swanson, Alistair G.
Cha, Jin Kun
Murphy, John A.
9,10-Ethano-9,10-dihydroanthracene has been found functionalised regioselectively to give a range of 2-substituted and 2,3-disubstituted derivatives.Flasch vakuum pyrolysis of these compounds has provided the first general synthesis of 2,3-disubstituted anthracenes.The observed regioselectivity is in accord with the Finnegan-Streitwieser model of the electronic influence of a strained ring fused to an aromatic ring.
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