Maier, Guenther; Schick, Andreas; Bauer, Ines; Boese, Roland; Nussbaumer, Michael:

Small rings. 74. Hexa-tert-butyl-3,3'-bicyclopropenyl.

In: Chemische Berichte (Chem.Ber.), Jg. 125 (1992) ; Nr. 9, S. 2111-2117
ISSN: 0009-2940
Zeitschriftenaufsatz / Fach: Chemie
Title compd. (I) was prepd. by reductive coupling of tri-tert-butylcyclopropenylium tetrafluoroborate (II) with Li. Upon treatment with AgBF4 I does not undergo valence isomerization to the Dewar form of hexa-tert-butylbenzene but is reoxidized to substrate II. The photochem. behavior of RCON:NR, prepd. by treating II with Me3SiCLiN2, is also unusual. Irradn. at room temp. results in gas evolution, however, instead of R2CO, RCOCOR is isolated. R2CO is only formed if RCON:NR is irradiated in an org. matrix at -196 Deg.