0000000000352235
AUTHOR
Rainer Trinks
The dianion of [2.2.2]paracyclophene; a 20 π-perimeter species?
Abstract A new synthesis of [2.2.2]paracyclophene (1) is presented on reduction,(1) forms a stable dianion which is neither diatropic. nor paratropic. The apparent high symmetry of the dianion and the observed NMR chemical shifts are best explained by a rapid interconversion of a series of C 2-conformers.
The Reductive σ Bond Cleavage of Barbaralane and 2,6‐Diphenylbarbaralane
Barbaralane (2) and 2,6-diphenylbarbaralane (8) are synthesized in a straightforward way. The reductive cleavage of the strained hydrocarbons is achieved with alkali metals. The structure of the metallation products, in particular the bonding in the resulting allyl moieties, is elucidated by 1H- and 13C-NMR spectroscopy. The chemical behavior (oxidation, protonation, alkylation) sheds light on the modes of stabilization of the alkali metal derivatives. Die reduktive σ-Bindungsspaltung von Barbaralan und 2,6-Diphenylbarbaralan Barbaralan (2) und 2,6-Diphenylbarbaralan (8) werden auf rationelle Weise synthetisiert und die gespannten Kohlenwasserstoffe durch Reaktion mit Alkalimetallen redukti…
Alkali-metal induced C,C-bond cleavage, C,H-bond cleavage, andcyclopolimerization in 1,5-hexadienes
Abstract Reaction of the 1,5-dienes 3,4-homotropilidene ( 3 ) and 2,5-diphenylhexa-1,5-diene ( 4 ) with alkali metals induces C,H-bond cleavage (hydride formation) and cyclopolymerization, respectively, in contrast to the C,C-bond cleavage observed in semibullvalene and barbaralane.