Cyclopent[b,c]acenaphthylene: An elusive isomer of pyracylene with the ring currents of an annelated pentalene
UNSPECIFIED. (2004) Cyclopent[b,c]acenaphthylene: An elusive isomer of pyracylene with the ring currents of an annelated pentalene. PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 6 (9). pp. 2033-2039. ISSN 1463-9076Full text not available from this repository.
Official URL: http://dx.doi.org/10.1039/b402151g
Ab initio ipsocentric current-density mapping techniques are used to visualise the current density induced by a perpendicular magnetic field in the still unknown cyclopent[b,c]acenaphthylene (1). The pi system divides into distinct, but contiguous, paratropic and diatropic regions, both supporting extended ring currents, the two currents running together along the pentagon-hexagon border. On the usual magnetic definition, cyclopent[b,c]acenaphthylene (1) is therefore part aromatic and part antiaromatic. Orbital analysis attributes the ring-current magnetic response of 1 to its eight most energetic pi electrons. It is concluded that cyclopent[b,c]acenaphthylene (1) constitutes an 'annelated pentedene'. This is supported by the computed H-1 NMR chemical shifts of 1; they are all positioned upfield with respect to naphthalene (3).
|Item Type:||Journal Article|
|Subjects:||Q Science > QD Chemistry
Q Science > QC Physics
|Journal or Publication Title:||PHYSICAL CHEMISTRY CHEMICAL PHYSICS|
|Publisher:||ROYAL SOC CHEMISTRY|
|Official Date:||7 May 2004|
|Number of Pages:||7|
|Page Range:||pp. 2033-2039|
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