Metal-Assisted Entry into the Bicyclo[42.1]nona-2,4-diene System

Zeev Goldschmidt; Elisheva Genizi

doi:10.1055/s-1985-31397

Metal-Assisted Entry into the Bicyclo[42.1]nona-2,4-diene System

Zeev Goldschmidt
, Elisheva Genizi

Department of Chemistry

Bar-Ilan University

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

13 Scopus citations

Abstract

The present first synthesis of 7,7,8,8-tetracyanobicyclo[4.2.1] nona-2,4-diene involves a novel thermal rearrangement of the readily available [3 + 2] cycloadduct of cycloheptatriene-Fe(CO)₃ with tetracyanoethylene to 7,7,8,8-tetracyanobicyclo[4.2.1]nona-2,4-diene-Fe(CO)₃, followed by oxidative disengagement of the metal fragment with ceric ammonium nitrate. The rearrangement is best effected in polar solvents.

Original language	English
Pages (from-to)	949-950
Number of pages	2
Journal	Synthesis (Germany)
Volume	1985
Issue number	10
DOIs	https://doi.org/10.1055/s-1985-31397
State	Published - 1985

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Publisher Copyright:
© 1985 Georg Thieme Verlag, Stuttgart, Germany. All rights reserved.

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title = "Metal-Assisted Entry into the Bicyclo[42.1]nona-2,4-diene System",

abstract = "The present first synthesis of 7,7,8,8-tetracyanobicyclo[4.2.1] nona-2,4-diene involves a novel thermal rearrangement of the readily available [3 + 2] cycloadduct of cycloheptatriene-Fe(CO)3 with tetracyanoethylene to 7,7,8,8-tetracyanobicyclo[4.2.1]nona-2,4-diene-Fe(CO)3, followed by oxidative disengagement of the metal fragment with ceric ammonium nitrate. The rearrangement is best effected in polar solvents.",

author = "Zeev Goldschmidt and Elisheva Genizi",

year = "1985",

doi = "10.1055/s-1985-31397",

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AU - Goldschmidt, Zeev

AU - Genizi, Elisheva

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N2 - The present first synthesis of 7,7,8,8-tetracyanobicyclo[4.2.1] nona-2,4-diene involves a novel thermal rearrangement of the readily available [3 + 2] cycloadduct of cycloheptatriene-Fe(CO)3 with tetracyanoethylene to 7,7,8,8-tetracyanobicyclo[4.2.1]nona-2,4-diene-Fe(CO)3, followed by oxidative disengagement of the metal fragment with ceric ammonium nitrate. The rearrangement is best effected in polar solvents.

AB - The present first synthesis of 7,7,8,8-tetracyanobicyclo[4.2.1] nona-2,4-diene involves a novel thermal rearrangement of the readily available [3 + 2] cycloadduct of cycloheptatriene-Fe(CO)3 with tetracyanoethylene to 7,7,8,8-tetracyanobicyclo[4.2.1]nona-2,4-diene-Fe(CO)3, followed by oxidative disengagement of the metal fragment with ceric ammonium nitrate. The rearrangement is best effected in polar solvents.

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JO - Synthesis (Germany)

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IS - 10

ER -

Metal-Assisted Entry into the Bicyclo[42.1]nona-2,4-diene System

Abstract

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