Rfc. Brown et al., THE ETHYNE-ETHYLIDENE REARRANGEMENT - FORMATION OF INDENO[2,1-A]INDENE AND FLUORANTHENE ON FLASH VACUUM PYROLYSIS OF 1,4-DIPHENYLBUTADIYNE, Tetrahedron letters, 34(22), 1993, pp. 3607-3608
Diphenylbutadiyne on flash vacuum pyrolysis at 1120-degrees/0.03 Torr
gave a pyrolysate (22% mass recovery) consisting of the diyne (7%), in
deno[2,1-a]indene (19%), fluoranthene (59%), acephenanthrylene (13%) a
nd aceanthrylene (2%). It is proposed that indeno[1,2-a]indene is form
ed via 3-phenyl-1,2-didehydronaphthalene and fluoranthene via 1-phenyl
-2,3-didehydronaphthalene.