Synthesis and Characterisation of Alkylated Isocyanate Derivatives of [Pt2(µ-S)2(Pph3)4]

ABSTRACT The highly nucleophilic bridging sulfide centers in bis(μ-sulfido)tetrakis(triphenylphosphine) diplatinum(II), [Pt2(µ-S)2(PPh3)4] enables the incorporation of any organic functionality (R) through facile monoalkylation to form cationic complex [Pt2(µ-S)(µ-SR)(PPh3)4] + . The organic electrophiles; N,N’-(2-dichloroethyl) piperazine-4-carboxi-amine, N-(2-chloroethyl) morpholine4-carboxi-amine, and N-(2-chloroethyl)-1-methylpiperazine-4-carboxi-amine derived from isocyanate were synthesised by the reactions of piperazine, morpholine and methyl piperazine respectively with 2-chloroethyl isocyanate in diethyl ether. This potentially formed highly functionalised organic electrophiles N-(2-chloroethyl) morpholine-4-carboxi-amine, and N-(2- chloroethyl)-1-methylpiperazine-4-carboxi-amine was incorporated into [Pt2(µ-S)2(PPh3)4] in methanol to yield the corresponding monoalkylated derivatives [Pt2(μ-S)(μSCH2CH2NHC(O)N(CH2CH2)2O)(PPh3)4] + and [Pt2(μ-S)(μ-SCH2CH2NHC(O)N(CH2CH2)2N CH3)(PPh3)4] + . The reaction of [Pt2(μ-S)2(PPh3)4] with the functionalised dialkylating agent ClCH2CH2NHC(O)N(CH2CH2)2NC(O)HNCH2CH2Cl proceeded in two stages in a 2:1 mole ratio. The first stage is the monoalkylation of [Pt2(μ-S)2(PPh3)4] to give the monocation [Pt2(μS)(μ-SCH2CH2NHC(O)N(CH2CH2)2NC(O)HNCH2CH2Cl)(PPh3)4] + . The monoalkylated derivative provided the enabling condition for a second intermolecular nucleophilic attack by another molecule of [Pt2(μ-S)2(PPh3)4] yielding the bridging Pt4 aggregate spanned by SCH2CH2NHC(O)N(CH2CH2)2NC(O)HNCH2CH2S. The resulting products was isolated as the tetraphenyl borate (BPh4 - ) salts and characterized by Electrospray Ionization Mass Spectrometry (ESI-MS), FT-IR, 1 H, 13C and 31P {H} NMR.

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APA

PETER, C (2022). Synthesis and Characterisation of Alkylated Isocyanate Derivatives of [Pt2(µ-S)2(Pph3)4]. Afribary. Retrieved from https://afribary.com/works/synthesis-and-characterisation-of-alkylated-isocyanate-derivatives-of-pt2-s-2-pph3-4

MLA 8th

PETER, CHIMEZIE "Synthesis and Characterisation of Alkylated Isocyanate Derivatives of [Pt2(µ-S)2(Pph3)4]" Afribary. Afribary, 19 Oct. 2022, https://afribary.com/works/synthesis-and-characterisation-of-alkylated-isocyanate-derivatives-of-pt2-s-2-pph3-4. Accessed 29 Mar. 2024.

MLA7

PETER, CHIMEZIE . "Synthesis and Characterisation of Alkylated Isocyanate Derivatives of [Pt2(µ-S)2(Pph3)4]". Afribary, Afribary, 19 Oct. 2022. Web. 29 Mar. 2024. < https://afribary.com/works/synthesis-and-characterisation-of-alkylated-isocyanate-derivatives-of-pt2-s-2-pph3-4 >.

Chicago

PETER, CHIMEZIE . "Synthesis and Characterisation of Alkylated Isocyanate Derivatives of [Pt2(µ-S)2(Pph3)4]" Afribary (2022). Accessed March 29, 2024. https://afribary.com/works/synthesis-and-characterisation-of-alkylated-isocyanate-derivatives-of-pt2-s-2-pph3-4

Document Details
CHIMEZIE PETER Field: Industrial Chemistry Type: Thesis 81 PAGES (13225 WORDS) (pdf)