Ni(II)-Mediated Photochemical Oxidative Esterification of Aldehydes with Phenols

Lu Lu Chai; You Hui Zhao; David James Young; Xinhua Lu; Hong Xi Li

doi:10.1021/acs.orglett.2c02560

Ni(II)-Mediated Photochemical Oxidative Esterification of Aldehydes with Phenols

Lu Lu Chai, You Hui Zhao, David James Young, Xinhua Lu, Hong Xi Li

CDU College of Engineering, IT and Environment

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

Abstract

The photopromoted, Ni-catalyzed acceptorless dehydrogenation esterification of phenols and aromatic aldehydes has been achieved in an oxidant- and external photosensitizer-free manner. This reliable and atom-economical transformation was tolerant to a wide range of functional groups and proceeded efficiently to give various aryl benzoates in moderate to high yields. Additionally, this photocatalytic system displayed high activity for the hydrogen-evolution cross coupling of aliphatic aldehydes and phenols employing dual nickel and aromatic aldehyde catalysis.

Original language	English
Pages (from-to)	6908-6913
Number of pages	6
Journal	Organic Letters
Volume	24
Issue number	38
Early online date	2022
DOIs	https://doi.org/10.1021/acs.orglett.2c02560
Publication status	Published - 30 Sep 2022

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title = "Ni(II)-Mediated Photochemical Oxidative Esterification of Aldehydes with Phenols",

abstract = "The photopromoted, Ni-catalyzed acceptorless dehydrogenation esterification of phenols and aromatic aldehydes has been achieved in an oxidant- and external photosensitizer-free manner. This reliable and atom-economical transformation was tolerant to a wide range of functional groups and proceeded efficiently to give various aryl benzoates in moderate to high yields. Additionally, this photocatalytic system displayed high activity for the hydrogen-evolution cross coupling of aliphatic aldehydes and phenols employing dual nickel and aromatic aldehyde catalysis.",

author = "Chai, {Lu Lu} and Zhao, {You Hui} and Young, {David James} and Xinhua Lu and Li, {Hong Xi}",

note = "Funding Information: We are grateful for the financial support provided by the National Natural Science Foundation of China (21971182 and 21771131) and the Priority Academic Program Development of Jiangsu Higher Education Institutions. ",

year = "2022",

month = sep,

day = "30",

doi = "10.1021/acs.orglett.2c02560",

language = "English",

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TY - JOUR

T1 - Ni(II)-Mediated Photochemical Oxidative Esterification of Aldehydes with Phenols

AU - Chai, Lu Lu

AU - Zhao, You Hui

AU - Young, David James

AU - Lu, Xinhua

AU - Li, Hong Xi

N1 - Funding Information: We are grateful for the financial support provided by the National Natural Science Foundation of China (21971182 and 21771131) and the Priority Academic Program Development of Jiangsu Higher Education Institutions.

PY - 2022/9/30

Y1 - 2022/9/30

N2 - The photopromoted, Ni-catalyzed acceptorless dehydrogenation esterification of phenols and aromatic aldehydes has been achieved in an oxidant- and external photosensitizer-free manner. This reliable and atom-economical transformation was tolerant to a wide range of functional groups and proceeded efficiently to give various aryl benzoates in moderate to high yields. Additionally, this photocatalytic system displayed high activity for the hydrogen-evolution cross coupling of aliphatic aldehydes and phenols employing dual nickel and aromatic aldehyde catalysis.

AB - The photopromoted, Ni-catalyzed acceptorless dehydrogenation esterification of phenols and aromatic aldehydes has been achieved in an oxidant- and external photosensitizer-free manner. This reliable and atom-economical transformation was tolerant to a wide range of functional groups and proceeded efficiently to give various aryl benzoates in moderate to high yields. Additionally, this photocatalytic system displayed high activity for the hydrogen-evolution cross coupling of aliphatic aldehydes and phenols employing dual nickel and aromatic aldehyde catalysis.

UR - http://www.scopus.com/inward/record.url?scp=85138764928&partnerID=8YFLogxK

U2 - 10.1021/acs.orglett.2c02560

DO - 10.1021/acs.orglett.2c02560

M3 - Article

AN - SCOPUS:85138764928

VL - 24

SP - 6908

EP - 6913

JO - Organic Letters

JF - Organic Letters

SN - 1523-7052

IS - 38

ER -

Ni(II)-Mediated Photochemical Oxidative Esterification of Aldehydes with Phenols

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