Kleine Ringe, 74. Hexa‐ tert ‐butyl‐3,3′‐bicyclopropenyl | Zendy

Maier Günther | Zendy; Schick Andreas | Zendy; Bauer Ines | Zendy; Boese Roland | Zendy; Nussbaumer Michael | Zendy

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Kleine Ringe, 74. Hexa‐ tert ‐butyl‐3,3′‐bicyclopropenyl

Author(s) -

Maier Günther,

Schick Andreas,

Bauer Ines,

Boese Roland,

Nussbaumer Michael

Publication year - 1992

Publication title -

chemische berichte

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.667

H-Index - 136

eISSN - 1099-0682

pISSN - 0009-2940

DOI - 10.1002/cber.19921250920

Subject(s) - hexa , chemistry , tetrafluoroborate , isomerization , valence (chemistry) , medicinal chemistry , irradiation , diketone , substrate (aquarium) , photochemistry , stereochemistry , organic chemistry , ionic liquid , catalysis , physics , oceanography , nuclear physics , geology

Small Rings, 74 [1] . ‐ Hexa‐ tert ‐butyl‐3,3′‐bicyclopropenyl Title compound 3 can be prepared by reductive coupling of tri‐ tert ‐butylcyclopropenylium tetrafluoroborate ( 4a ) with lithium. Upon treatment with AgBF 4 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 s̀‐diketone 5 is isolated. Monoketone 7 is only formed if 6 is irradiated in an organic matrix at ‐196°C.

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