Light-Activated CO Donor as a Universal CO Surrogate for Pd-Catalyzed and Light-Mediated Carbonylation

Ladie Kimberly De La Cruz; Nicola Bauer; Alyssa Cachuela; Wing Sze Tam; Ravi Tripathi; Xiaoxiao Yang; Binghe Wang

doi:10.1021/acs.orglett.2c01726

Light-Activated CO Donor as a Universal CO Surrogate for Pd-Catalyzed and Light-Mediated Carbonylation

Ladie Kimberly De La Cruz, Nicola Bauer, Alyssa Cachuela, Wing Sze Tam, Ravi Tripathi, Xiaoxiao Yang^*, Binghe Wang^*

^*Corresponding author for this work

Department of Chemistry

Research output: Contribution to journal › Journal article › peer-review

16 Citations (Scopus)

Abstract

A low-molecular-weight, solid CO surrogate that only requires a low-power LED for activation to release 2 equiv of CO is reported. The surrogate can be universally implemented in various palladium-catalyzed carbonylative transformations. It is also compatible with protocols that employ blue-light to activate conventionally inaccessible substrates such as nonactivated alkyl halides. Furthermore, we demonstrate that the photolabile CO-releasing scaffold can be installed into polymeric materials, thereby creating new materials with CO-releasing capabilities.

Original language	English
Pages (from-to)	4902-4907
Number of pages	6
Journal	Organic Letters
Volume	24
Issue number	27
Early online date	5 Jul 2022
DOIs	https://doi.org/10.1021/acs.orglett.2c01726
Publication status	Published - 15 Jul 2022

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title = "Light-Activated CO Donor as a Universal CO Surrogate for Pd-Catalyzed and Light-Mediated Carbonylation",

abstract = "A low-molecular-weight, solid CO surrogate that only requires a low-power LED for activation to release 2 equiv of CO is reported. The surrogate can be universally implemented in various palladium-catalyzed carbonylative transformations. It is also compatible with protocols that employ blue-light to activate conventionally inaccessible substrates such as nonactivated alkyl halides. Furthermore, we demonstrate that the photolabile CO-releasing scaffold can be installed into polymeric materials, thereby creating new materials with CO-releasing capabilities.",

author = "{De La Cruz}, {Ladie Kimberly} and Nicola Bauer and Alyssa Cachuela and Tam, {Wing Sze} and Ravi Tripathi and Xiaoxiao Yang and Binghe Wang",

note = "The authors are grateful for financial support from the National Institutes of Health (R01DK119202), the Georgia Research Alliance through an Eminent Scholar fund, and internal resources at Georgia State University. Publisher Copyright: {\textcopyright} 2022 American Chemical Society. All rights reserved.",

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doi = "10.1021/acs.orglett.2c01726",

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T1 - Light-Activated CO Donor as a Universal CO Surrogate for Pd-Catalyzed and Light-Mediated Carbonylation

AU - De La Cruz, Ladie Kimberly

AU - Bauer, Nicola

AU - Cachuela, Alyssa

AU - Tam, Wing Sze

AU - Tripathi, Ravi

AU - Yang, Xiaoxiao

AU - Wang, Binghe

N1 - The authors are grateful for financial support from the National Institutes of Health (R01DK119202), the Georgia Research Alliance through an Eminent Scholar fund, and internal resources at Georgia State University. Publisher Copyright: © 2022 American Chemical Society. All rights reserved.

PY - 2022/7/15

Y1 - 2022/7/15

N2 - A low-molecular-weight, solid CO surrogate that only requires a low-power LED for activation to release 2 equiv of CO is reported. The surrogate can be universally implemented in various palladium-catalyzed carbonylative transformations. It is also compatible with protocols that employ blue-light to activate conventionally inaccessible substrates such as nonactivated alkyl halides. Furthermore, we demonstrate that the photolabile CO-releasing scaffold can be installed into polymeric materials, thereby creating new materials with CO-releasing capabilities.

AB - A low-molecular-weight, solid CO surrogate that only requires a low-power LED for activation to release 2 equiv of CO is reported. The surrogate can be universally implemented in various palladium-catalyzed carbonylative transformations. It is also compatible with protocols that employ blue-light to activate conventionally inaccessible substrates such as nonactivated alkyl halides. Furthermore, we demonstrate that the photolabile CO-releasing scaffold can be installed into polymeric materials, thereby creating new materials with CO-releasing capabilities.

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DO - 10.1021/acs.orglett.2c01726

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SN - 1523-7060

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JO - Organic Letters

JF - Organic Letters

IS - 27

ER -

Light-Activated CO Donor as a Universal CO Surrogate for Pd-Catalyzed and Light-Mediated Carbonylation

Abstract

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