An opened route to 1,3-dimethylenecyclobutanes via sequential ruthenium-catalyzed [2 + 2] cycloaddition of allenyl boronate and palladium Suzuki coupling.
The regioselective head-to-head [2 + 2] cyclodimerization of allenyl boronate catalyzed by the ruthenium catalyst [Cp*RuCl(COD)] leads to a novel diboronated 1,3-dimethylenecyclobutane. Consecutive palladium-catalyzed C-C couplings open a route to novel disubstituted 1,3-dimethylenecyclobutane species. The X-ray crystalline structure of the phenyl-substituted 1,3-dimethylenecyclobutane is provided.
Bustelo
Emilio
E
Institut de Chimie de Rennes, UMR 6509 Université de Rennes 1--CNRS, Organométalliques et Catalyse, Campus de Beaulieu, 35042 Rennes, France.
Guérot
Carine
C
Hercouet
Alain
A
Carboni
Bertrand
B
Toupet
Loïc
L
Dixneuf
Pierre H
PH
D001896:Boron Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D018360:Crystallography, X-Ray; D003500:Cyclization; D003503:Cyclobutanes / Q000138:chemical synthesis*; D008958:Models, Molecular; D009942:Organometallic Compounds / Q000138:chemical synthesis / Q000737:chemistry; D010165:Palladium / Q000737:chemistry*; D012428:Ruthenium / Q000737:chemistry*; D013237:Stereoisomerism
D001896:Boron Compounds; D003503:Cyclobutanes; D009942:Organometallic Compounds; D010165:Palladium; D012428:Ruthenium