Sterically driven metal-free oxidation of 2,7-di-tert-butylpyrene

Tarek H. El-Assaad; Keshaba N. Parida; Marcello F. Cesario; Dominic V. McGrath

doi:10.1039/d0gc02000a

Sterically driven metal-free oxidation of 2,7-di-tert-butylpyrene

Tarek H. El-Assaad, Keshaba N. Parida, Marcello F. Cesario, Dominic V. McGrath

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10 Scopus citations

Abstract

We disclose an unprecedented single-step metal-free green oxidation of 2,7-di-tert-butylpyrene selectively into either the corresponding 4,5-dione or 4,5,9,10-tetraone, two key building blocks used for organic optoelectronic applications using hypervalent iodine oxyacids. This new method results in dramatic improvements in terms of yield, selectivity (dionevs. tetraone), ease of workup, cost and toxicity.

Original language	English (US)
Pages (from-to)	5966-5971
Number of pages	6
Journal	Green Chemistry
Volume	22
Issue number	18
DOIs	https://doi.org/10.1039/d0gc02000a
State	Published - Sep 21 2020

ASJC Scopus subject areas

Environmental Chemistry
Pollution

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title = "Sterically driven metal-free oxidation of 2,7-di-tert-butylpyrene",

abstract = "We disclose an unprecedented single-step metal-free green oxidation of 2,7-di-tert-butylpyrene selectively into either the corresponding 4,5-dione or 4,5,9,10-tetraone, two key building blocks used for organic optoelectronic applications using hypervalent iodine oxyacids. This new method results in dramatic improvements in terms of yield, selectivity (dionevs. tetraone), ease of workup, cost and toxicity.",

author = "El-Assaad, {Tarek H.} and Parida, {Keshaba N.} and Cesario, {Marcello F.} and McGrath, {Dominic V.}",

note = "Funding Information: This work was supported by the National Science Foundation (CHE-1464530 and DMR-1708443). Publisher Copyright: {\textcopyright} The Royal Society of Chemistry 2020.",

year = "2020",

month = sep,

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doi = "10.1039/d0gc02000a",

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T1 - Sterically driven metal-free oxidation of 2,7-di-tert-butylpyrene

AU - El-Assaad, Tarek H.

AU - Parida, Keshaba N.

AU - Cesario, Marcello F.

AU - McGrath, Dominic V.

PY - 2020/9/21

Y1 - 2020/9/21

N2 - We disclose an unprecedented single-step metal-free green oxidation of 2,7-di-tert-butylpyrene selectively into either the corresponding 4,5-dione or 4,5,9,10-tetraone, two key building blocks used for organic optoelectronic applications using hypervalent iodine oxyacids. This new method results in dramatic improvements in terms of yield, selectivity (dionevs. tetraone), ease of workup, cost and toxicity.

AB - We disclose an unprecedented single-step metal-free green oxidation of 2,7-di-tert-butylpyrene selectively into either the corresponding 4,5-dione or 4,5,9,10-tetraone, two key building blocks used for organic optoelectronic applications using hypervalent iodine oxyacids. This new method results in dramatic improvements in terms of yield, selectivity (dionevs. tetraone), ease of workup, cost and toxicity.

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DO - 10.1039/d0gc02000a

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EP - 5971

JO - Green Chemistry

JF - Green Chemistry

IS - 18

ER -

Sterically driven metal-free oxidation of 2,7-di-tert-butylpyrene

Abstract

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