Facile proton-coupled electron transfer enabled by coordination-induced E-H bond weakening to boron

Anthony Wong; Arunavo Chakraborty; Deependra Bawari; Guang Wu; Roman Dobrovetsky; Gabriel Ménard

doi:https://doi.org/10.1039/d1cc02832d

Facile proton-coupled electron transfer enabled by coordination-induced E-H bond weakening to boron

Anthony Wong, Arunavo Chakraborty, Deependra Bawari, Guang Wu, Roman Dobrovetsky, Gabriel Ménard

School of Chemistry

Tel Aviv University

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

Abstract

We report the facile activation of aryl E-H (ArEH; E = N, O, S; Ar = Ph or C₆F₅) or ammonia N-H bondsviacoordination-induced bond weakening to a redox-active boron center in the complex, (1⁻). Substantial decreases in E-H bond dissociation free energies (BDFEs) are observed upon substrate coordination, enabling subsequent facile proton-coupled electron transfer (PCET). A drop of >50 kcal mol⁻¹in H₂N-H BDFE upon coordination was experimentally determined.

Original language	English
Pages (from-to)	6903-6906
Number of pages	4
Journal	Chemical Communications
Volume	57
Issue number	56
DOIs	https://doi.org/10.1039/d1cc02832d
State	Published - 18 Jul 2021

All Science Journal Classification (ASJC) codes

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

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https://doi.org/10.1039/d1cc02832d

Cite this

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title = "Facile proton-coupled electron transfer enabled by coordination-induced E-H bond weakening to boron",

abstract = "We report the facile activation of aryl E-H (ArEH; E = N, O, S; Ar = Ph or C6F5) or ammonia N-H bondsviacoordination-induced bond weakening to a redox-active boron center in the complex, (1−). Substantial decreases in E-H bond dissociation free energies (BDFEs) are observed upon substrate coordination, enabling subsequent facile proton-coupled electron transfer (PCET). A drop of >50 kcal mol−1in H2N-H BDFE upon coordination was experimentally determined.",

author = "Anthony Wong and Arunavo Chakraborty and Deependra Bawari and Guang Wu and Roman Dobrovetsky and Gabriel M{\'e}nard",

note = "Publisher Copyright: {\textcopyright} The Royal Society of Chemistry 2021.",

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day = "18",

doi = "https://doi.org/10.1039/d1cc02832d",

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TY - JOUR

T1 - Facile proton-coupled electron transfer enabled by coordination-induced E-H bond weakening to boron

AU - Wong, Anthony

AU - Chakraborty, Arunavo

AU - Bawari, Deependra

AU - Wu, Guang

AU - Dobrovetsky, Roman

AU - Ménard, Gabriel

PY - 2021/7/18

Y1 - 2021/7/18

N2 - We report the facile activation of aryl E-H (ArEH; E = N, O, S; Ar = Ph or C6F5) or ammonia N-H bondsviacoordination-induced bond weakening to a redox-active boron center in the complex, (1−). Substantial decreases in E-H bond dissociation free energies (BDFEs) are observed upon substrate coordination, enabling subsequent facile proton-coupled electron transfer (PCET). A drop of >50 kcal mol−1in H2N-H BDFE upon coordination was experimentally determined.

AB - We report the facile activation of aryl E-H (ArEH; E = N, O, S; Ar = Ph or C6F5) or ammonia N-H bondsviacoordination-induced bond weakening to a redox-active boron center in the complex, (1−). Substantial decreases in E-H bond dissociation free energies (BDFEs) are observed upon substrate coordination, enabling subsequent facile proton-coupled electron transfer (PCET). A drop of >50 kcal mol−1in H2N-H BDFE upon coordination was experimentally determined.

UR - http://www.scopus.com/inward/record.url?scp=85109859513&partnerID=8YFLogxK

U2 - https://doi.org/10.1039/d1cc02832d

DO - https://doi.org/10.1039/d1cc02832d

M3 - مقالة

C2 - 34151918

SN - 1359-7345

VL - 57

SP - 6903

EP - 6906

JO - Chemical Communications

JF - Chemical Communications

IS - 56

ER -

Facile proton-coupled electron transfer enabled by coordination-induced E-H bond weakening to boron

Abstract

All Science Journal Classification (ASJC) codes

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