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Isolation of Bicyclopropenylidenes: Derivatives of the Smallest Member of the Fulvalene Family
Author(s) -
Kinjo Rei,
Ishida Yutaka,
Donnadieu Bruno,
Bertrand Guy
Publication year - 2009
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200804372
Subject(s) - inert gas , carbon fibers , inert , derivative (finance) , solid state , reinforced carbon–carbon , chemistry , double bond , coupling (piping) , catalysis , isolation (microbiology) , polymer chemistry , photochemistry , materials science , organic chemistry , bioinformatics , metallurgy , composite number , financial economics , economics , composite material , biology
Small and stable : A triafulvalene derivative is indefinitely stable at room temperature both in solution and in the solid state under inert atmosphere. The triafulvalene is synthesized by the magnesium‐catalyzed coupling of two bis(chlorocyclopropenyl) derivatives. The two unsaturated three‐membered rings are linked together by a carbon–carbon double bond (1.303 Å, see structure), which is so reactive that spontaneous addition of water occurs at room temperature.