1350563-91-5

Basic information

• Product Name: (CH₃C₆H₄CH₂C₆H₉)Cr(CO)3
• CAS NO: 1350563-91-5
• Molecular Weight: 322.324
• Mol File: 1350563-91-5.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (CH₃C₆H₄CH₂C₆H₉)Cr(CO)3(CAS DataBase Reference)
• NIST Chemistry Reference: (CH₃C₆H₄CH₂C₆H₉)Cr(CO)3(1350563-91-5)
• EPA Substance Registry System: (CH₃C₆H₄CH₂C₆H₉)Cr(CO)3(1350563-91-5)

Safety Data

• Hazardous Substances Data: 1350563-91-5(Hazardous Substances Data)

Upstream product

• 12129-27-0 (η6-p-xylene)tricarbonylchromium(0) 
• 102853-22-5 cyclohex-2-en-1-yl 2,4,6-trimethylbenzoate 

Relevant articles and documents

Palladium-catalyzed allylic substitution with (η6-Arene- CH2Z)Cr(CO)3-based nucleophiles

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.