Direct formation of 4,5-disubstituted carbazoles via regioselective dilithiation

Ian A Pocock; Alya M Alotaibi; Kesar Jagdev; Connor Prior; Gregory R Burgess; Louise Male; Richard S Grainger

doi:10.1039/d1cc02892h

Direct formation of 4,5-disubstituted carbazoles via regioselective dilithiation

Ian A Pocock, Alya M Alotaibi, Kesar Jagdev, Connor Prior, Gregory R Burgess, Louise Male, Richard S Grainger

Chemistry

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Abstract

Carbazoles are widely exploited for their interesting photophysical and electronic properties, however bay (4,5-) functionalization is challenging, and previously inaccessible through carbazole C-H activation. We report a simple methodology which introduces a range of versatile 4,5-functionality, enabling the wider investigation of ring annulation and close proximity effects on carbazole properties.

Original language	English
Pages (from-to)	7252-7255
Number of pages	4
Journal	Chemical communications (Cambridge, England)
Volume	57
Issue number	59
Early online date	18 Jun 2021
DOIs	https://doi.org/10.1039/d1cc02892h
Publication status	Published - 28 Jul 2021

Bibliographical note

Funding Information:
We thank the Leverhulme Trust (RPG-2017-260), Prince Sattam bin Abdulaziz University, Saudi Arabia, and EPSRC (EP/M508202/1, EP/N509590/1) for funding.

ASJC Scopus subject areas

Catalysis
Electronic, Optical and Magnetic Materials
Ceramics and Composites
General Chemistry
Surfaces, Coatings and Films
Metals and Alloys
Materials Chemistry

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AU - Pocock, Ian A

AU - Alotaibi, Alya M

AU - Jagdev, Kesar

AU - Prior, Connor

AU - Burgess, Gregory R

AU - Male, Louise

AU - Grainger, Richard S

N1 - Funding Information: We thank the Leverhulme Trust (RPG-2017-260), Prince Sattam bin Abdulaziz University, Saudi Arabia, and EPSRC (EP/M508202/1, EP/N509590/1) for funding.

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AB - Carbazoles are widely exploited for their interesting photophysical and electronic properties, however bay (4,5-) functionalization is challenging, and previously inaccessible through carbazole C-H activation. We report a simple methodology which introduces a range of versatile 4,5-functionality, enabling the wider investigation of ring annulation and close proximity effects on carbazole properties.

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Direct formation of 4,5-disubstituted carbazoles via regioselective dilithiation

Abstract

Bibliographical note

ASJC Scopus subject areas

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