Catalytic hydrophosphination of alkynes using structurally diverse sodium diphenylphosphide donor complexes
Whitelaw, Michael T. and Banerjee, Sumanta and Kennedy, Alan R. and van Teijlingen, Alexander and Tuttle, Tell and Mulvey, Robert E. (2022) Catalytic hydrophosphination of alkynes using structurally diverse sodium diphenylphosphide donor complexes. Cell Reports Physical Science, 3 (7). 100942. ISSN 2666-3864 (https://doi.org/10.1016/j.xcrp.2022.100942)
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Abstract
Currently, there is a drive to develop the organoelement chemistry of sodium, the most abundant alkali metal on earth, as an alternative to that of rarer lithium, with the prime focus on sustainability. Organolithium compounds have been essential to the success of synthetic chemistry for more than a century, although their implementation has been essentially confined to stoichiometric synthesis. Here, we report on synthetic, structural, catalytic, mechanistic, and theoretical studies of a series of sodium diphenylphosphides, having unique structures defined by the Lewis base donor D solvating the Lewis acidic sodium cation. These donor complexes are explored as hydrophosphination catalysts on reacting Ph 2P–H with a range of alkynes and prove to be generally effective under ambient conditions, especially when n = 1 in [{Ph 2PNa(D) x} n]. Density functional theory (DFT) studies have shed light on the possible mechanisms of these catalytic cycles and how they relate to the E, Z, or α isomer formed.
ORCID iDs
Whitelaw, Michael T., Banerjee, Sumanta, Kennedy, Alan R. ORCID: https://orcid.org/0000-0003-3652-6015, van Teijlingen, Alexander ORCID: https://orcid.org/0000-0002-3739-8943, Tuttle, Tell and Mulvey, Robert E. ORCID: https://orcid.org/0000-0002-1015-2564;-
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Item type: Article ID code: 80935 Dates: DateEvent20 July 2022Published21 June 2022Published Online26 May 2022AcceptedNotes: 'Standard' and 'Extended' versions of this research article are available. Subjects: Science > Chemistry Department: Faculty of Science > Pure and Applied Chemistry Depositing user: Pure Administrator Date deposited: 31 May 2022 14:07 Last modified: 29 Aug 2024 00:58 URI: https://strathprints.strath.ac.uk/id/eprint/80935