Bis(phenyliodonium) Diyne Triflates PhIC≡C(p -C6H4)nC≡CIPh ·2OTf and PhIC≡C(CH2)nC≡CIPh·2OTf: Preparation, Characterization, and Reaction with TriphenyIphosphine

Peter J. Stang; Rik Tykwinski; Viktor V. Zhdankin

doi:10.1021/jo00032a046

Bis(phenyliodonium) Diyne Triflates PhIC≡C(p -C₆H₄)_nC≡CIPh ·2OTf and PhIC≡C(CH₂)_nC≡CIPh·2OTf: Preparation, Characterization, and Reaction with TriphenyIphosphine

Peter J. Stang, Rik Tykwinski, Viktor V. Zhdankin

Chemistry & Biochemistry

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29 Scopus citations

Abstract

Bis(phenyliodonium) diyne triflates 8–10 were prepared by the reaction of the corresponding tributyltin substituted diacetylenes 4–6 with cyanophenyliodonium triflate 7 in 78–93% yields as relatively stable microcrystalline solids. They were characterized by multinuclear NMR, IR, and analytical data. Iodonium salts 8–10 reacted with triphenylphosphine under mild conditions with the loss of iodobenzene giving bisphosphonium salts 11,12 in high yields.

Original language	English (US)
Pages (from-to)	1861-1864
Number of pages	4
Journal	Journal of Organic Chemistry
Volume	57
Issue number	6
DOIs	https://doi.org/10.1021/jo00032a046
State	Published - Mar 1 1992

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Bis(phenyliodonium) Diyne Triflates PhIC≡C(p -C₆H₄)_nC≡CIPh ·2OTf and PhIC≡C(CH₂)_nC≡CIPh·2OTf: Preparation, Characterization, and Reaction with TriphenyIphosphine. / Stang, Peter J.; Tykwinski, Rik; Zhdankin, Viktor V.
In: Journal of Organic Chemistry, Vol. 57, No. 6, 01.03.1992, p. 1861-1864.

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title = "Bis(phenyliodonium) Diyne Triflates PhIC≡C(p -C6H4)nC≡CIPh ·2OTf and PhIC≡C(CH2)nC≡CIPh·2OTf: Preparation, Characterization, and Reaction with TriphenyIphosphine",

abstract = "Bis(phenyliodonium) diyne triflates 8–10 were prepared by the reaction of the corresponding tributyltin substituted diacetylenes 4–6 with cyanophenyliodonium triflate 7 in 78–93% yields as relatively stable microcrystalline solids. They were characterized by multinuclear NMR, IR, and analytical data. Iodonium salts 8–10 reacted with triphenylphosphine under mild conditions with the loss of iodobenzene giving bisphosphonium salts 11,12 in high yields.",

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T2 - Preparation, Characterization, and Reaction with TriphenyIphosphine

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N2 - Bis(phenyliodonium) diyne triflates 8–10 were prepared by the reaction of the corresponding tributyltin substituted diacetylenes 4–6 with cyanophenyliodonium triflate 7 in 78–93% yields as relatively stable microcrystalline solids. They were characterized by multinuclear NMR, IR, and analytical data. Iodonium salts 8–10 reacted with triphenylphosphine under mild conditions with the loss of iodobenzene giving bisphosphonium salts 11,12 in high yields.

AB - Bis(phenyliodonium) diyne triflates 8–10 were prepared by the reaction of the corresponding tributyltin substituted diacetylenes 4–6 with cyanophenyliodonium triflate 7 in 78–93% yields as relatively stable microcrystalline solids. They were characterized by multinuclear NMR, IR, and analytical data. Iodonium salts 8–10 reacted with triphenylphosphine under mild conditions with the loss of iodobenzene giving bisphosphonium salts 11,12 in high yields.

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Bis(phenyliodonium) Diyne Triflates PhIC≡C(p -C₆H₄)_nC≡CIPh ·2OTf and PhIC≡C(CH₂)_nC≡CIPh·2OTf: Preparation, Characterization, and Reaction with TriphenyIphosphine

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