A Novel Synthetic Method for Crown Ethers by a Redox Reaction Utilizing the Intermediate from Diphenyldiazomethane and 2,3-Dichloro-5,6-dicyanobenzoquinone

DOI: 10.1021/jo00132a024

Source and publish data:

Journal of Organic Chemistry p. 2114 - 2117 (1982)

Update date:2022-08-03

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Authors:

Oshima, Takumi

Nishioka, Ryoji

Ueno, Shinya

Nagai, Toshikazu

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Article abstract of DOI:10.1021/jo00132a024

A synthetic method for the new crown ethers possessing a diphenylmethylene moiety by the reaction of diphenyldiazomethane (DDM) and 2,3-dichloro-5,6-dicyanobenzoquinone (DDQ) under the influence of oligoethylene glycols is described.The two types of crown ethers with 1:1 and 2:2 composition of diphenylmethylene/oligoethylene glycol moiety were obtained together with the noncyclic 1:2 compositional diols.The product distributions were dependent on the relative quantities and the manner of addition of the oligoethylene glycols.

Full text of DOI:10.1021/jo00132a024

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