ISSN:
0009-2940
Keywords:
Steric hindrance
;
Redox chemistry
;
Bicyclopropenyl
;
Small rings
;
Chemistry
;
Inorganic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Small Rings, 74[1]. - Hexa-tert-butyl-3,3′-bicyclopropenylTitle compound 3 can be prepared by reductive coupling of tri-tert-butylcyclopropenylium tetrafluoroborate (4a) with lithium. Upon treatment with AgBF4 3 does not undergo valence isomerization to the Dewar form of hexa-tert-butylbenzene (2) but is reoxidized under backformation of substrate 4a. The photochemical behavior of 6 is also unusual: Irradiation at room temperature results in gas evolution. However, instead of 7, the s̰-diketone 5 is isolated. Monoketone 7 is only formed if 6 is irradiated in an organic matrix at -196°C.
Additional Material:
4 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/cber.19921250920
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