In the presence of chloride abstractors, metal-coordinated chlorophosphines undergo facile room-temperature electrophilic substitution reactions with unsaturated organic substrates, leading to P-C bond formation. This methodology can be applied sequentially two or three times, stepwise or in one-pot reactions, to form phosphines with three different substituents. The reactions are rapid and high-yielding, and can be applied to a wide range of organic substrates, making them valuable tools for P-C bond formation.
ion of chloride from [W(CO) 5 {PPhCl 2 }] with AgOSO 2 CF 3 leads to the phosphine triflate complex [W(CO) 5 {PPhCl(OSO 2 CF 3 )}] which undergoes electrophilic substitution reactions with N , N -diethylaniline, anisole, N , N -dimethyl- p -toluidine, toluene, biphenyl, naphthalene, 2,7,9,9-tetramethyl xanthene, and allyltrimethylsilane to form the chlorophosphine complexes [W(CO) 5 {PPhClR}], where R = p -diethylanilinyl, p -anisyl, 2-( N , N -dimethyl-4-methylphenyl), p -tolyl, p -phenylphenyl, 1-naphthyl, 4-(2,7,9,9-tetramethylxanthyl), and allyl. Abstraction of the second chloride with AgOSO 2 CF 3 leads, in most cases, to the respective phosphine triflates [W(CO) 5 {PPhR(OSO 2 CF 3 )}], which react with ferrocene to form the ferrocenyl phosphine complexes [W(CO) 5 {PPhR(C 10 H 9 Fe)}]. The W(CO) 5 unit can be removed via photolysis in the presence of bis(diphenylphosphino)ethane to form metal-free phosphines.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.
customersupport@researchsolutions.com
10624 S. Eastern Ave., Ste. A-614
Henderson, NV 89052, USA
This site is protected by reCAPTCHA and the Google Privacy Policy and Terms of Service apply.
Copyright © 2024 scite LLC. All rights reserved.
Made with 💙 for researchers
Part of the Research Solutions Family.