Pd-Catalyzed Cross-Coupling of Haloarenes and Chloroarene-Cr(CO) 3 Complexes with Stabilized Vinyl- and Allylaluminium Reagents

Synlett

Volumn , Issue 12, 2003, Pages 1783-1788

  Schumann, Herbert ^a   Kaufmann, Jens ^a   Schmalz, Hans Günther ^b   Böttcher, Andreas ^b   Gotov, Battsengel ^b  

^a TECHNISCHE UNIVERSITÄT BERLIN   (Germany)

^b UNIVERSITY OF COLOGNE   (Germany)

Author keywords

Allyl complexes; Aluminium reagents; Arene complexes; Cross coupling; Palladium; Vinyl complexes

Indexed keywords

ALLYLALUMINIUM; ALUMINUM DERIVATIVE; CHEMICAL COMPOUND; CHROMIUM DERIVATIVE; CRYSTALLIN; NITROGEN; PALLADIUM; POLYCYCLIC AROMATIC HYDROCARBON DERIVATIVE; TETRAHYDROFURAN; UNCLASSIFIED DRUG; VINYL DERIVATIVE;

ARTICLE; CATALYSIS; CHEMICAL REACTION; CHEMICAL STRUCTURE; ENANTIOSELECTIVITY; MOLECULAR STABILITY;

EID: 0142092247     PISSN: 09365214     EISSN: None     Source Type: Journal    
DOI: 10.1055/s-2003-41492     Document Type: Article

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26. 2 (17.6 mg, 0.025 mmol) were placed under Ar in a flame dried Schlenk flask equipped with a reflux condenser. Deoxygenated anhydrous THF (5.0 mL) was added via a syringe and the reaction mixture was degassed three times. After stirring at 40°C for 3 h the reaction mixture was cooled in an ice-bath, diluted with n-hexane (5 mL), filtered through a short column of silica gel (30 x 50 mm), eluted with n-hexane-MTBE = 8:1 (40 mL) and finally with n-hexane-MTBE = 4:1 (40 mL). Upon concentration of the filtrate the obtained orange-yellowish solid was recrystallized from MTBE-n-hexane to afford 28 (114.3 mg, 0.476 mmol, 95.2%) as yellow-orange crystals.
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28. 3 complexation, see: (a) Carpentier, J.-F.; Petit, F.; Mortreux, A.; Dufaud, V.; Basset, J.-M.; Thivolle-Cazat, J. J. Mol. Catal. 1993, 81, 1. (b) For some recent work, see: Müller, T. J. J.; Ansorge, M.; Aktah, D. Angew. Chem. 2000, 112, 1323. (c) Crousse, B.; Xu, L.-H.; Bernardinelli, G.; Kündig, E. P. Synlett 1998, 658. (d) Bräse, S. Tetrahedron Lett. 1999, 40, 6757.
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