32825-32-4Relevant articles and documents
Cram, D. J.,Wilkinson, D. I.
, p. 5721 - 5723 (1960)
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.
X-ray structural study of the first bicluster ?-arene complex 6-PhCo4(CO)9>2CH2 and binuclear complex 6-PhCr(CO)3>2CH2
Yanovsky, A. I.,Dolgushin, F. M.,Struchkov, Yu. T.,Kaganovich, V. S.,Rybinskaya, M. I.
, p. 1072 - 1079 (2007/10/02)
In has been established by X-ray structural study that the bucluster cobalt ?-arene complex of diphenylmethane 6-PhCo4(CO)9>2CH2 and binuclear complex 6-PhCr(CO)3>2CH2 have an s-trans-s-trans conformation in their crystals. - Key