Couplings of benzylic halides mediated by titanocene chloride: synthesis of bibenzyl derivatives.
Titanocene monochloride catalyzes the homocoupling of benzylic halides and benzylic gem-dibromides to give the corresponding bibenzyl and stilbenyl systems. Exposure of benzylic bromides to Ti(III) in the presence of aldehydes gave rise to the Barbier-type products. Examples of the utility of the herein described processes are included.
Barrero
Alejandro F
AF
Department of Organic Chemistry, Institute of Biotechnology, University of Granada, Avda. Fuentenueva, 18071 Granada, Spain. afbarre@goliat.ugr.es
Herrador
M Mar
MM
del Moral
José F Quílez
JF
Arteaga
Pilar
P
Akssira
Mohammed
M
El Hanbali
Fadwa
F
Arteaga
Jesús F
JF
Diéguez
Horacio R
HR
Sánchez
Elena M
EM
D001555:Benzene Derivatives / Q000138:chemical synthesis*; D001632:Bibenzyls / Q000138:chemical synthesis*; D002384:Catalysis; D009942:Organometallic Compounds / Q000737:chemistry; D013267:Stilbenes / Q000138:chemical synthesis*; D014025:Titanium
D001555:Benzene Derivatives; D001632:Bibenzyls; D009942:Organometallic Compounds; D013267:Stilbenes; C406884:titanocene; D014025:Titanium