Reactions of benzyne-nickel(0) complexes with thioalkynes: Preparation and coordination of polydentate thioethers containing a 2,3-naphthylene backbone

Alison J. Edwards; Anthony C. Willis; Eric Wenger

doi:10.1021/om010997u

Reactions of benzyne-nickel(0) complexes with thioalkynes: Preparation and coordination of polydentate thioethers containing a 2,3-naphthylene backbone

Alison J. Edwards, Anthony C. Willis, Eric Wenger^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

21 Citations (Scopus)

Abstract

Double insertion reactions of the thioalkynes MeC≡CS-p-Tol and (MeC≡CSCH₂CH₂)₂S with benzyne-nickel(O) complexes have been used to prepare the 2,3-di(thioether) naphthalene species 2,3-(p-TolS)₂-l,4-Me₂C₁₀H₄ (4) and the 2,3-naphthotrithiacyclononane 2,3-S(C₂H₄S)₂-1,4-Me₂C₁₀H ₄ (5), respectively. Both naphthothioethers act as ligands toward ruthenium, and the products of the reactions of 4 and 5 with [RuCl₂(PPh₃)₄], viz., [(PPh₃)-{2,3-(p-TolS)₂-1,4-Me₂C₁₀H ₄}Ru(μ-Cl)₃RuCl(PPh₃)₂] (6) and [RuCl₂{2,3-S(C₂H₄S)₂1,4-Me₂C₁₀H₄κS,S,S}(PPh₃)] (7), have been isolated and structurally characterized by X-ray diffraction. The Ru^II,Ru^II dinuclear complex 6 exhibits two successive one-electron voltametric oxidations akin to complex [Cl (PPh₃)₂Ru(μ-Cl)₃Ru(PPh₃)₃], and has similar potentials.

Original language	English
Pages (from-to)	1654-1661
Number of pages	8
Journal	Organometallics
Volume	21
Issue number	8
DOIs	https://doi.org/10.1021/om010997u
Publication status	Published - 14 Apr 2002

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@article{28f9d863f2454fb7b647d7a685ad8e17,

title = "Reactions of benzyne-nickel(0) complexes with thioalkynes: Preparation and coordination of polydentate thioethers containing a 2,3-naphthylene backbone",

abstract = "Double insertion reactions of the thioalkynes MeC≡CS-p-Tol and (MeC≡CSCH2CH2)2S with benzyne-nickel(O) complexes have been used to prepare the 2,3-di(thioether) naphthalene species 2,3-(p-TolS)2-l,4-Me2C10H4 (4) and the 2,3-naphthotrithiacyclononane 2,3-S(C2H4S)2-1,4-Me2C10H 4 (5), respectively. Both naphthothioethers act as ligands toward ruthenium, and the products of the reactions of 4 and 5 with [RuCl2(PPh3)4], viz., [(PPh3)-{2,3-(p-TolS)2-1,4-Me2C10H 4}Ru(μ-Cl)3RuCl(PPh3)2] (6) and [RuCl2{2,3-S(C2H4S)21,4-Me2 C10H4κS,S,S}(PPh3)] (7), have been isolated and structurally characterized by X-ray diffraction. The RuII,RuII dinuclear complex 6 exhibits two successive one-electron voltametric oxidations akin to complex [Cl (PPh3)2Ru(μ-Cl)3Ru(PPh3)3 ], and has similar potentials.",

author = "Edwards, {Alison J.} and Willis, {Anthony C.} and Eric Wenger",

year = "2002",

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doi = "10.1021/om010997u",

language = "English",

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pages = "1654--1661",

journal = "Organometallics",

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publisher = "American Chemical Society",

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T1 - Reactions of benzyne-nickel(0) complexes with thioalkynes

T2 - Preparation and coordination of polydentate thioethers containing a 2,3-naphthylene backbone

AU - Edwards, Alison J.

AU - Willis, Anthony C.

AU - Wenger, Eric

PY - 2002/4/14

Y1 - 2002/4/14

N2 - Double insertion reactions of the thioalkynes MeC≡CS-p-Tol and (MeC≡CSCH2CH2)2S with benzyne-nickel(O) complexes have been used to prepare the 2,3-di(thioether) naphthalene species 2,3-(p-TolS)2-l,4-Me2C10H4 (4) and the 2,3-naphthotrithiacyclononane 2,3-S(C2H4S)2-1,4-Me2C10H 4 (5), respectively. Both naphthothioethers act as ligands toward ruthenium, and the products of the reactions of 4 and 5 with [RuCl2(PPh3)4], viz., [(PPh3)-{2,3-(p-TolS)2-1,4-Me2C10H 4}Ru(μ-Cl)3RuCl(PPh3)2] (6) and [RuCl2{2,3-S(C2H4S)21,4-Me2 C10H4κS,S,S}(PPh3)] (7), have been isolated and structurally characterized by X-ray diffraction. The RuII,RuII dinuclear complex 6 exhibits two successive one-electron voltametric oxidations akin to complex [Cl (PPh3)2Ru(μ-Cl)3Ru(PPh3)3 ], and has similar potentials.

AB - Double insertion reactions of the thioalkynes MeC≡CS-p-Tol and (MeC≡CSCH2CH2)2S with benzyne-nickel(O) complexes have been used to prepare the 2,3-di(thioether) naphthalene species 2,3-(p-TolS)2-l,4-Me2C10H4 (4) and the 2,3-naphthotrithiacyclononane 2,3-S(C2H4S)2-1,4-Me2C10H 4 (5), respectively. Both naphthothioethers act as ligands toward ruthenium, and the products of the reactions of 4 and 5 with [RuCl2(PPh3)4], viz., [(PPh3)-{2,3-(p-TolS)2-1,4-Me2C10H 4}Ru(μ-Cl)3RuCl(PPh3)2] (6) and [RuCl2{2,3-S(C2H4S)21,4-Me2 C10H4κS,S,S}(PPh3)] (7), have been isolated and structurally characterized by X-ray diffraction. The RuII,RuII dinuclear complex 6 exhibits two successive one-electron voltametric oxidations akin to complex [Cl (PPh3)2Ru(μ-Cl)3Ru(PPh3)3 ], and has similar potentials.

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U2 - 10.1021/om010997u

DO - 10.1021/om010997u

M3 - Article

SN - 0276-7333

VL - 21

SP - 1654

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JO - Organometallics

JF - Organometallics

IS - 8

ER -

Reactions of benzyne-nickel(0) complexes with thioalkynes: Preparation and coordination of polydentate thioethers containing a 2,3-naphthylene backbone

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