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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.