THE SYNTHESIS AND X-RAY CRYSTALLOGRAPHIC ANALYSIS OF A STABLE NORBORNADIENONE - 6-DIPHENYLCYCLOPENTA[D,E]TRIBENZO[A,H,J]ANTHRACENE

Authors
PLUMMER BF CURREY JA RUSSELL SJ STEFFEN LK WATSON WH BOURNE SA
Citation
Bf. Plummer et al., THE SYNTHESIS AND X-RAY CRYSTALLOGRAPHIC ANALYSIS OF A STABLE NORBORNADIENONE - 6-DIPHENYLCYCLOPENTA[D,E]TRIBENZO[A,H,J]ANTHRACENE, Structural chemistry, 6(3), 1995, pp. 167-173
Citations number
18
Categorie Soggetti
Chemistry
Journal title
Structural chemistry → ACNP
ISSN journal
10400400
Volume
6
Issue
3
Year of publication
1995
Pages
167 - 173
Database
ISI
SICI code
1040-0400(1995)6:3<167:TSAXCA>2.0.ZU;2-U
Abstract
The reaction of 4,5-didehydroacenaphthene with phencyclone yields the title compound, a stable dibenzo-fused norbornadienone (8). The X-ray structure of 8 is presented and compared with the structure predicted from a MM3, PM3, and a MMX calculation. Thermal decomposition of 8 pro duces, 7,16-diphenylcyclopenta[d, e]tribenzo[a, h, j]anthracene (9), a hydrocarbon that is computed to have a significantly twisted polycycl ic aromatic skeleton with 19 kcal/mole of strain energy.