ISSN:
0018-019X
Keywords:
Chemistry
;
Organic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
ESR. spectra are reported for the radical anions of the diketones I and II (see below), recently prepared from 1, 6-methano[10]annulene and its 11, 11-difluoro-derivative, respectively [1]. The π-spin populations of I⊖ and II⊖ are shown to be incompatible with the structure A an enedione-norcaradiene. Although the alternative structure B of a [10]annulenequinone is acceptable for both I⊖ and II⊖, the ESR. data is more satisfactorily rationalized in terms of a structure ‘intermediate’ to A and B. This is particularly true for the radical anion I⊖, for which the π-spin populations suggest a structural ‘shift’ B → A relative to II⊖. Structures A and B were postulated [1] for the neutral diketones I and II, respectively.
Additional Material:
4 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/hlca.19710540411
