221363-75-3

Basic information

• Product Name: (C₆F₅)Sn(CH₂C₆H₅)3
• Synonyms: (C₆F₅)Sn(CH₂C₆H₅)3
• CAS NO: 221363-75-3
• Molecular Weight: 559.166
• Mol File: 221363-75-3.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (C₆F₅)Sn(CH₂C₆H₅)3(CAS DataBase Reference)
• NIST Chemistry Reference: (C₆F₅)Sn(CH₂C₆H₅)3(221363-75-3)
• EPA Substance Registry System: (C₆F₅)Sn(CH₂C₆H₅)3(221363-75-3)

Safety Data

• Hazardous Substances Data: 221363-75-3(Hazardous Substances Data)

Upstream product

• 344-04-7 bromopentafluorobenzene 
• 3151-41-5 tribenzyltin(IV) chloride 
• 363-72-4 Pentafluorobenzene 
• 1447957-80-3 C₂₃H₂₄Sn 

Downstream Products

• 221363-71-9 (C₆F₅)SnBr₃ 

Relevant articles and documents

Carbon-hydrogen bond stannylation and alkylation catalyzed by nitrogen-donor-supported nickel complexes: Intermediates with Ni-Sn bonds and catalytic carbostannylation of ethylene with organostannanes

The reaction of H2C=CHSnR3 with C6F 5H, where R = Bu, Bn, Ph, was catalyzed by Ni(COD)2 and the nitrogen donor ancillary ligand MeNC5H4N iPr. These reactions produced the stannylation products C 6F5SnR3 (1R) and C-H alkylation products C6F5CH2CH2SnR3 (3R). The Bu substituent provided the best selectivity for stannylation, whereas the Ph substituent provided primarily the alkylation product. The catalytic intermediate (MeNC5H4N iPr)Ni(η2-H2C=CHSnR3) 2 (2R) was observed by NMR spectroscopy and isolated in the case of R = Ph. A second catalytic intermediate, cis-(MeNC5H 4NiPr)2Ni(C6F5)(SnR 3) (4R), was observed by NMR spectroscopy and isolated for R = Bn, Ph by the reaction of C6F5SnR3 with MeNC5H4NiPr and Ni(COD)2. The reaction of C6F5SnR3 with ethylene in the presence of catalytic MeNC5H4NiPr and Ni(COD)2 provided the carbostannylation product 3R. Mechanistic studies of the C-H stannylation/alkylation mechanism were performed to propose a mechanistic manifold for these transformations.