Efficient electrochemical synthesis of robust, densely functionalized water soluble quinones

Gerken, James B.; Stamoulis, Alexios; Suh, Sung-Eun; Fischer, Nicholas D.; Kim, Yeon Jung; Guzei, Ilia A.; Stahl, Shannon S.

doi:10.1039/C9CC08878D

Title: Efficient electrochemical synthesis of robust, densely functionalized water soluble quinones

Abstract

Robust, highly water-soluble quinone derivatives are efficiently prepared by a scalable electrosynthetic protocol employing low-cost commercially available precursors.

Authors:

Gerken, James B. ^[1];

^[1];

^[1]; Fischer, Nicholas D. ^[1]; Kim, Yeon Jung ^[1]; Guzei, Ilia A. ^[1];

^[1]

Department of Chemistry, University of Wisconsin-Madison, Madison, USA

Publication Date:: Tue Jan 28 00:00:00 EST 2020

Sponsoring Org.:: USDOE Office of Science (SC), Basic Energy Sciences (BES)

OSTI Identifier:: 1581028

Grant/Contract Number:: Center for Molecular Electrocatalysis, an Energy Frontier Research Center

Resource Type:: Publisher's Accepted Manuscript

Journal Name:: ChemComm

Additional Journal Information:: Journal Name: ChemComm Journal Volume: 56 Journal Issue: 8; Journal ID: ISSN 1359-7345

Publisher:: Royal Society of Chemistry (RSC)

Country of Publication:: United Kingdom

Language:: English

Citation Formats


                    Gerken, James B., Stamoulis, Alexios, Suh, Sung-Eun, Fischer, Nicholas D., Kim, Yeon Jung, Guzei, Ilia A., and Stahl, Shannon S. Efficient electrochemical synthesis of robust, densely functionalized water soluble quinones.  United Kingdom: N. p., 2020. 
Web.  doi:10.1039/C9CC08878D.

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                    Gerken, James B., Stamoulis, Alexios, Suh, Sung-Eun, Fischer, Nicholas D., Kim, Yeon Jung, Guzei, Ilia A., & Stahl, Shannon S. Efficient electrochemical synthesis of robust, densely functionalized water soluble quinones.  United Kingdom.  https://doi.org/10.1039/C9CC08878D

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                    Gerken, James B., Stamoulis, Alexios, Suh, Sung-Eun, Fischer, Nicholas D., Kim, Yeon Jung, Guzei, Ilia A., and Stahl, Shannon S. Tue .  
"Efficient electrochemical synthesis of robust, densely functionalized water soluble quinones".  United Kingdom.  https://doi.org/10.1039/C9CC08878D.

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@article{osti_1581028,

  title        = {Efficient electrochemical synthesis of robust, densely functionalized water soluble quinones},

  author       = {Gerken, James B. and Stamoulis, Alexios and Suh, Sung-Eun and Fischer, Nicholas D. and Kim, Yeon Jung and Guzei, Ilia A. and Stahl, Shannon S.},

  abstractNote = {Robust, highly water-soluble quinone derivatives are efficiently prepared by a scalable electrosynthetic protocol employing low-cost commercially available precursors.},

  doi          = {10.1039/C9CC08878D},

  journal      = {ChemComm},

  number       = 8,

  volume       = 56,

  place        = {United Kingdom},

  year         = {Tue Jan 28 00:00:00 EST 2020},

  month        = {Tue Jan 28 00:00:00 EST 2020}

}

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Similar Records

Title: Efficient electrochemical synthesis of robust, densely functionalized water soluble quinones

Abstract

Citation Formats

Status and Prospects of Organic Redox Flow Batteries toward Sustainable Energy Storage journal, August 2019

Electroorganic Synthesis of Catecholthioethers journal, September 2005

Quinone 1 e – and 2 e – /2 H + Reduction Potentials: Identification and Analysis of Deviations from Systematic Scaling Relationships journal, November 2016

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Functional, Redox-Responsive Poly(phenylene sulfide)-Based Gels journal, October 2019

Equilibrium constants for thiol-disulfide interchange reactions: a coherent, corrected set journal, January 1993

Iodophenylsulfonates and Iodobenzoates as Redox‐Active Supporting Electrolytes for Electrosynthesis journal, April 2019

Materials and Systems for Organic Redox Flow Batteries: Status and Challenges journal, August 2017

Recent Advances in Direct Functionalization of Quinones: Recent Advances in Direct Functionalization of Quinones journal, March 2019

228. Quinones. Part II. The addition of mercapto-acids to benzoquinones and 1 : 4-naphthaquinone journal, January 1953

A Phosphonate‐Functionalized Quinone Redox Flow Battery at Near‐Neutral pH with Record Capacity Retention Rate journal, January 2019

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Quinone-Mediated Electrochemical O2 Reduction Accessing High Power Density with an Off-Electrode Co-N/C Catalyst journal, December 2018

The hydrocyanation of free and polymer-bound benzoquinone journal, January 1982

Redox-Flow Batteries: From Metals to Organic Redox-Active Materials journal, November 2016

Electrochemical synthesis of p-tolylsulfonylbenzenediols journal, January 2002

Electrochemical synthesis of new organic compounds based on the oxidation of 1,4-dihydroxybenzene derivatives in the presence of primary and secondary amines journal, March 2016

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Reactions of p -Benzoquinone with Sulfur Nucleophiles journal, March 2008

Status and Prospects of Organic Redox Flow Batteries toward Sustainable Energy Storage
journal, August 2019

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journal, September 2005

Quinone 1 e ^– and 2 e ^– /2 H ⁺ Reduction Potentials: Identification and Analysis of Deviations from Systematic Scaling Relationships
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journal, January 2016

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Iodophenylsulfonates and Iodobenzoates as Redox‐Active Supporting Electrolytes for Electrosynthesis
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228. Quinones. Part II. The addition of mercapto-acids to benzoquinones and 1 : 4-naphthaquinone
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A Phosphonate‐Functionalized Quinone Redox Flow Battery at Near‐Neutral pH with Record Capacity Retention Rate
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The Interaction of Thiols and Quinones 1
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Quinone-Mediated Electrochemical O2 Reduction Accessing High Power Density with an Off-Electrode Co-N/C Catalyst
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The hydrocyanation of free and polymer-bound benzoquinone
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Redox-Flow Batteries: From Metals to Organic Redox-Active Materials
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