BENZOANNELATED VALENCE ISOMERS OF HOMOANNULENES .3. SYNTHESIS AND THERMAL-BEHAVIOR OF 7A,11B-TETRAHYDROBENZO[A]-CYCLOPROPA[C]BIPHENYLENE

Authors
BANCIU MD HADA C DRAGHICI C PETRIDE A BANCIU A
Citation
Md. Banciu et al., BENZOANNELATED VALENCE ISOMERS OF HOMOANNULENES .3. SYNTHESIS AND THERMAL-BEHAVIOR OF 7A,11B-TETRAHYDROBENZO[A]-CYCLOPROPA[C]BIPHENYLENE, Revue Roumaine de Chimie, 39(6), 1994, pp. 645-652
Citations number
20
Categorie Soggetti
Chemistry
Journal title
Revue Roumaine de Chimie → ACNP
ISSN journal
00353930
Volume
39
Issue
6
Year of publication
1994
Pages
645 - 652
Database
ISI
SICI code
0035-3930(1994)39:6<645:BVIOH.>2.0.ZU;2-C
Abstract
The title compound 7, a new dibenzo-(C9H10)hydrocarbon, was synthesize d from Cava's angular dimer of benzocyclobutadiene through dibromocarb ene addition followed by LiA1H4-reduction. Flow-vacuum pyrolysis of 7 afforded: 4a, 9a-dihydro 9H-benzo[c]-fluorene (10) (new compound), 1,2 -dihydro-9H-benzo[c] fluorene (11) and 9H-benzo [c]fluorene (12). The new compounds were characterized by IR-, UV-, and H-1-NMR data. A reac tion mechanism involving radical- and concerted steps is suggested for pyrolysis of 7.