Synthesis of 1,2,9,10-tetrakis(N-phenylamino)[2.2]metacyclophane by SmI2-mediated reductive coupling of diimine

Takatoshi Kawaji; Kikue Hayashi; Iwao Hashimoto; Taisuke Matsumoto; Thies Thiemann; Shuntaro Mataka

doi:10.1016/j.tetlet.2005.06.038

Synthesis of 1,2,9,10-tetrakis(N-phenylamino)[2.2]metacyclophane by SmI₂-mediated reductive coupling of diimine

Takatoshi Kawaji, Kikue Hayashi, Iwao Hashimoto, Taisuke Matsumoto, Thies Thiemann, Shuntaro Mataka

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

8 Citations (Scopus)

Abstract

SmI₂/HMPA-mediated double reductive coupling of N,N′-(m-xylylidene)dianiline affords 1,2,9,10-tetrakis(N-phenylamino)[2.2] metacyclophane in good yield.

Original language	English
Pages (from-to)	5277-5279
Number of pages	3
Journal	Tetrahedron Letters
Volume	46
Issue number	32
DOIs	https://doi.org/10.1016/j.tetlet.2005.06.038
Publication status	Published - Aug 8 2005
Externally published	Yes

Keywords

Diimine
Reductive coupling
Samarium diiodide
[2.2]Metacyclophane

ASJC Scopus subject areas

Biochemistry
Drug Discovery
Organic Chemistry

Access to Document

10.1016/j.tetlet.2005.06.038

Cite this

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title = "Synthesis of 1,2,9,10-tetrakis(N-phenylamino)[2.2]metacyclophane by SmI2-mediated reductive coupling of diimine",

abstract = "SmI2/HMPA-mediated double reductive coupling of N,N′-(m-xylylidene)dianiline affords 1,2,9,10-tetrakis(N-phenylamino)[2.2] metacyclophane in good yield.",

keywords = "Diimine, Reductive coupling, Samarium diiodide, [2.2]Metacyclophane",

author = "Takatoshi Kawaji and Kikue Hayashi and Iwao Hashimoto and Taisuke Matsumoto and Thies Thiemann and Shuntaro Mataka",

year = "2005",

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doi = "10.1016/j.tetlet.2005.06.038",

language = "English",

volume = "46",

pages = "5277--5279",

journal = "Tetrahedron Letters",

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number = "32",

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T1 - Synthesis of 1,2,9,10-tetrakis(N-phenylamino)[2.2]metacyclophane by SmI2-mediated reductive coupling of diimine

AU - Kawaji, Takatoshi

AU - Hayashi, Kikue

AU - Hashimoto, Iwao

AU - Matsumoto, Taisuke

AU - Thiemann, Thies

AU - Mataka, Shuntaro

PY - 2005/8/8

Y1 - 2005/8/8

N2 - SmI2/HMPA-mediated double reductive coupling of N,N′-(m-xylylidene)dianiline affords 1,2,9,10-tetrakis(N-phenylamino)[2.2] metacyclophane in good yield.

AB - SmI2/HMPA-mediated double reductive coupling of N,N′-(m-xylylidene)dianiline affords 1,2,9,10-tetrakis(N-phenylamino)[2.2] metacyclophane in good yield.

KW - Diimine

KW - Reductive coupling

KW - Samarium diiodide

KW - [2.2]Metacyclophane

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JO - Tetrahedron Letters

JF - Tetrahedron Letters

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