12154-63-1Relevant articles and documents
Hydroboration, followed by water addition of benchrotrenic alkenes. Formal dihydrogen addition
Caro, Bertrand,Senechal-Tocquer, Marie-Claude,Senechal, Denis,Guen, Francoise Robin-Le
, p. 283 - 286 (1996)
The reaction of the BH3-THF reagent with benchrotrenic alkenes, followed by a water addition and the formation of hydrogenated products are described. This formation and the regioselectivity observed is a consequence of the electron withdrawing effect of the Cr(CO)3 group.
Palladium-catalyzed allylic substitution with (η6-Arene- CH2Z)Cr(CO)3-based nucleophiles
Zhang, Jiadi,Stanciu, Corneliu,Wang, Beibei,Hussain, Mahmud M.,Da, Chao-Shan,Carroll, Patrick J.,Dreher, Spencer D.,Walsh, Patrick J.
, p. 20552 - 20560 (2012/02/13)
Although the palladium-catalyzed Tsuji-Trost allylic substitution reaction has been intensively studied, there is a lack of general methods to employ simple benzylic nucleophiles. Such a method would facilitate access to "α-2-propenyl benzyl" motifs, which are common structural motifs in bioactive compounds and natural products. We report herein the palladium-catalyzed allylation reaction of toluene-derived pronucleophiles activated by tricarbonylchromium. A variety of cyclic and acyclic allylic electrophiles can be employed with in situ generated (η6-C 6H5CHLiR)Cr(CO)3 nucleophiles. Catalyst identification was performed by high throughput experimentation (HTE) and led to the Xantphos/palladium hit, which proved to be a general catalyst for this class of reactions. In addition to η6-toluene complexes, benzyl amine and ether derivatives (η6-C6H5CH 2Z)Cr(CO)3 (Z = NR2, OR) are also viable pronucleophiles, allowing C-C bond-formation α to heteroatoms with excellent yields. Finally, a tandem allylic substitution/demetalation procedure is described that affords the corresponding metal-free allylic substitution products. This method will be a valuable complement to the existing arsenal of nucleophiles with applications in allylic substitution reactions.
The study of catalyst effects on the complexation of arenes with Cr(CO)6. An overview
Hudecek, Milan,Gajda, Vladimir,Toma, Stefan
, p. 155 - 160 (2007/10/02)
New results from our thorough investigation of different catalystic effects on the rate and yields of complexation of arenes with Cr(CO) are presented with a short review of the subject.With decalin as solvent the following substances were found to be the best catalysts: butyl acetate, ethyl formate, and dimethyl succinate.Butyl acetate proved to be the catalyst also in di-n-butyl ether.Special attention was paid to the complexation of naphthalene, and chlorobenzene.Some unsuccessful attempts at asymmetric induction of complexation are also described.