ISSN:
0018-019X
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
ESR. studies are reported for the radical anions of 5,6-didehydro- and 5,6,11,12-tetradehydro-dibenzo[a,e]cyclooctene (III and IV, resp.), in addition to that of dibenzo[a,e]cyclooctene (II) itself, the spectrum of which has been reexamined. Comparison of the proton and 13C coupling constants for II·⊖, III·⊖ and IV·⊖ indicates that the three radical anions do not differ greatly in their electronic and molecular structures. This statement implies that II·⊖ should also be substantially planar, i.e., the tub-shaped eight-membered ring in II is expected to flatten on passing from the neutral molecule to its radical anion. Support for postulating such a change in geometry, analogous to that encountered with the parent cyclooctatetraene (I), is provided by INDO calculations.
Additional Material:
6 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/hlca.19760590617
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