Acridinium-Based Photocatalysts: A Sustainable Option in Photoredox Catalysis

The emergence of visible light photoredox catalysis has enabled the productive use of lower energy radiation, leading to highly selective reaction platforms. Polypyridyl complexes of iridium and ruthenium have served as popular photocatalysts in recent years due to their long excited state lifetimes...

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Published inJournal of organic chemistry Vol. 81; no. 16; pp. 7244 - 7249
Main Authors Joshi-Pangu, Amruta, Lévesque, François, Roth, Hudson G, Oliver, Steven F, Campeau, Louis-Charles, Nicewicz, David, DiRocco, Daniel A
Format Journal Article
LanguageEnglish
Published WASHINGTON American Chemical Society 19.08.2016
Amer Chemical Soc
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Abstract The emergence of visible light photoredox catalysis has enabled the productive use of lower energy radiation, leading to highly selective reaction platforms. Polypyridyl complexes of iridium and ruthenium have served as popular photocatalysts in recent years due to their long excited state lifetimes and useful redox windows, leading to the development of diverse photoredox-catalyzed transformations. The low abundances of Ir and Ru in the earth’s crust and, hence, cost make these catalysts nonsustainable and have limited their application in industrial-scale manufacturing. Herein, we report a series of novel acridinium salts as alternatives to iridium photoredox catalysts and show their comparability to the ubiquitous [Ir­(dF-CF3-ppy)2(dtbpy)]­(PF6).
AbstractList The emergence of visible light photoredox catalysis has enabled the productive use of lower energy radiation, leading to highly selective reaction platforms. Polypyridyl complexes of iridium and ruthenium have served as popular photocatalysts in recent years due to their long excited state lifetimes and useful redox windows, leading to the development of diverse photoredox-catalyzed transformations. The low abundances of Ir and Ru in the earth's crust and, hence, cost make these catalysts nonsustainable and have limited their application in industrial-scale manufacturing. Herein, we report a series of novel acridinium salts as alternatives to iridium photoredox catalysts and show their comparability to the ubiquitous [Ir(dF-CF3-ppy)(2)(dtbpy)](PF6).
The emergence of visible light photoredox catalysis has enabled the productive use of lower energy radiation, leading to highly selective reaction platforms. Polypyridyl complexes of iridium and ruthenium have served as popular photocatalysts in recent years due to their long excited state lifetimes and useful redox windows, leading to the development of diverse photoredox-catalyzed transformations. The low abundances of Ir and Ru in the earth’s crust and, hence, cost make these catalysts nonsustainable and have limited their application in industrial-scale manufacturing. Herein, we report a series of novel acridinium salts as alternatives to iridium photoredox catalysts and show their comparability to the ubiquitous [Ir­(dF-CF3-ppy)2(dtbpy)]­(PF6).
Author Campeau, Louis-Charles
Lévesque, François
DiRocco, Daniel A
Oliver, Steven F
Nicewicz, David
Roth, Hudson G
Joshi-Pangu, Amruta
AuthorAffiliation Department of Chemistry
Merck Research Laboratories
Process Research & Development
University of North Carolina at Chapel Hill
AuthorAffiliation_xml – name: Merck Research Laboratories
– name: Department of Chemistry
– name: University of North Carolina at Chapel Hill
– name: Process Research & Development
Author_xml – sequence: 1
  givenname: Amruta
  surname: Joshi-Pangu
  fullname: Joshi-Pangu, Amruta
– sequence: 2
  givenname: François
  surname: Lévesque
  fullname: Lévesque, François
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  givenname: Hudson G
  surname: Roth
  fullname: Roth, Hudson G
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  givenname: Steven F
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  fullname: Nicewicz, David
– sequence: 7
  givenname: Daniel A
  surname: DiRocco
  fullname: DiRocco, Daniel A
  email: daniel.dirocco@merck.com
BackLink https://www.ncbi.nlm.nih.gov/pubmed/27454776$$D View this record in MEDLINE/PubMed
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Cites_doi 10.1002/chem.201404347
10.1039/c5cc04677g
10.1007/s00339-016-9726-2
10.1021/ja4031616
10.1021/ja309635w
10.1021/jo202538x
10.1021/ja506228u
10.1038/NCHEM.687
10.1021/ja038656q
10.1021/acs.chemrev.6b00057
10.1021/ja505964r
10.1021/cr300503r
10.3762/bjoc.8.229
10.1021/jo050705p
10.1021/acs.chemrev.5b00707
10.1021/cm051312+
10.1002/anie.201402443
10.1021/acscatal.5b02204
10.1039/b913880n
10.1021/ja4057294
10.1021/cs400956a
10.1038/nchem.687
10.1039/B913880N
10.1039/C5CC04677G
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Issue 16
Keywords SYSTEM
ORGANIC-SYNTHESIS
ALKENES
COMPLEX
LIGHT
FLOW PHOTOCHEMISTRY
ANTI-MARKOVNIKOV HYDROAMINATION
CARBOXYLIC-ACIDS
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PublicationTitle Journal of organic chemistry
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References Elliott, LD (WOS:000344647300042) 2014; 20
Prier, CK (WOS:000321810600018) 2013; 113
Chu, LL (WOS:000340079800017) 2014; 136
Romero, NA (WOS:000346544200019) 2014; 136
Nguyen, TM (WOS:000321541800008) 2013; 135
Yoon, TP (WOS:000280078200012) 2010; 2
Verma, A (WOS:000371041700050) 2016; 122
Perkowski, AJ (WOS:000322103000039) 2013; 135
Fukuzumi, S (WOS:000188926600006) 2004; 126
Nicewicz, DA (WOS:000329472600042) 2014; 4
Hook, BDA (WOS:000231859000014) 2005; 70
Lowry, MS (WOS:000233262400016) 2005; 17
Tucker, JW (WOS:000300340000001) 2012; 77
Narayanam, JMR (WOS:000285390900008) 2011; 40
Luo, J (WOS:000369774900048) 2016; 6
Knowles, JP (WOS:000311673900001) 2012; 8
Cambie, D (WOS:000383410100014) 2016; 116
Discekici, EH (WOS:000357618200040) 2015; 51
Hamilton, DS (WOS:000311192100026) 2012; 134
Romero, NA (WOS:000383410100011) 2016; 116
Nguyen, TM (WOS:000337095000031) 2014; 53
ref6/cit6
ref10/cit10
ref3/cit3
ref1/cit1e
ref1/cit1d
ref9/cit9c
ref9/cit9b
ref9/cit9a
ref11/cit11
ref13/cit13a
ref13/cit13b
ref13/cit13c
ref13/cit13d
ref8/cit8
ref5/cit5
ref2/cit2
ref9/cit9d
ref1/cit1a
ref4/cit4
ref1/cit1c
ref1/cit1b
ref7/cit7
References_xml – volume: 20
  start-page: 15226
  year: 2014
  ident: WOS:000344647300042
  article-title: Batch versus Flow Photochemistry: A Revealing Comparison of Yield and Productivity
  publication-title: CHEMISTRY-A EUROPEAN JOURNAL
  doi: 10.1002/chem.201404347
  contributor:
    fullname: Elliott, LD
– volume: 51
  start-page: 11705
  year: 2015
  ident: WOS:000357618200040
  article-title: A highly reducing metal-free photoredox catalyst: design and application in radical dehalogenations
  publication-title: CHEMICAL COMMUNICATIONS
  doi: 10.1039/c5cc04677g
  contributor:
    fullname: Discekici, EH
– volume: 122
  start-page: ARTN 191
  year: 2016
  ident: WOS:000371041700050
  article-title: Efficient, inkjet-printed TADF-OLEDs with an ultra-soluble NHetPHOS complex
  publication-title: APPLIED PHYSICS A-MATERIALS SCIENCE & PROCESSING
  doi: 10.1007/s00339-016-9726-2
  contributor:
    fullname: Verma, A
– volume: 135
  start-page: 9588
  year: 2013
  ident: WOS:000321541800008
  article-title: Anti-Markovnikov Hydroamination of Alkenes Catalyzed by an Organic Photoredox System
  publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
  doi: 10.1021/ja4031616
  contributor:
    fullname: Nguyen, TM
– volume: 134
  start-page: 18577
  year: 2012
  ident: WOS:000311192100026
  article-title: Direct Catalytic Anti-Markovnikov Hydroetherification of Alkenols
  publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
  doi: 10.1021/ja309635w
  contributor:
    fullname: Hamilton, DS
– volume: 77
  start-page: 1617
  year: 2012
  ident: WOS:000300340000001
  article-title: Shining Light on Photoredox Catalysis: Theory and Synthetic Applications
  publication-title: JOURNAL OF ORGANIC CHEMISTRY
  doi: 10.1021/jo202538x
  contributor:
    fullname: Tucker, JW
– volume: 136
  start-page: 17024
  year: 2014
  ident: WOS:000346544200019
  article-title: Mechanistic Insight into the Photoredox Catalysis of Anti-Markovnikov Alkene Hydrofunctionalization Reactions
  publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
  doi: 10.1021/ja506228u
  contributor:
    fullname: Romero, NA
– volume: 2
  start-page: 527
  year: 2010
  ident: WOS:000280078200012
  article-title: Visible light photocatalysis as a greener approach to photochemical synthesis
  publication-title: NATURE CHEMISTRY
  doi: 10.1038/NCHEM.687
  contributor:
    fullname: Yoon, TP
– volume: 126
  start-page: 1600
  year: 2004
  ident: WOS:000188926600006
  article-title: Electron-transfer state of 9-mesityl-10-methylacridinium ion with a much longer lifetime and higher energy than that of the natural photosynthetic reaction center
  publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
  doi: 10.1021/ja038656q
  contributor:
    fullname: Fukuzumi, S
– volume: 116
  start-page: 10075
  year: 2016
  ident: WOS:000383410100011
  article-title: Organic Photoredox Catalysis
  publication-title: CHEMICAL REVIEWS
  doi: 10.1021/acs.chemrev.6b00057
  contributor:
    fullname: Romero, NA
– volume: 136
  start-page: 10886
  year: 2014
  ident: WOS:000340079800017
  article-title: Carboxylic Acids as A Traceless Activation Group for Conjugate Additions: A Three-Step Synthesis of (+/-)-Pregabalin
  publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
  doi: 10.1021/ja505964r
  contributor:
    fullname: Chu, LL
– volume: 113
  start-page: 5322
  year: 2013
  ident: WOS:000321810600018
  article-title: Visible Light Photoredox Catalysis with Transition Metal Complexes: Applications in Organic Synthesis
  publication-title: CHEMICAL REVIEWS
  doi: 10.1021/cr300503r
  contributor:
    fullname: Prier, CK
– volume: 8
  start-page: 2025
  year: 2012
  ident: WOS:000311673900001
  article-title: Flow photochemistry: Old light through new windows
  publication-title: BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY
  doi: 10.3762/bjoc.8.229
  contributor:
    fullname: Knowles, JP
– volume: 70
  start-page: 7558
  year: 2005
  ident: WOS:000231859000014
  article-title: A practical flow reactor for continuous organic photochemistry
  publication-title: JOURNAL OF ORGANIC CHEMISTRY
  doi: 10.1021/jo050705p
  contributor:
    fullname: Hook, BDA
– volume: 116
  start-page: 10276
  year: 2016
  ident: WOS:000383410100014
  article-title: Applications of Continuous-Flow Photochemistry in Organic Synthesis, Material Science, and Water Treatment
  publication-title: CHEMICAL REVIEWS
  doi: 10.1021/acs.chemrev.5b00707
  contributor:
    fullname: Cambie, D
– volume: 17
  start-page: 5712
  year: 2005
  ident: WOS:000233262400016
  article-title: Single-layer electroluminescent devices and photoinduced hydrogen production from an ionic iridium(III) complex
  publication-title: CHEMISTRY OF MATERIALS
  doi: 10.1021/cm051312+
  contributor:
    fullname: Lowry, MS
– volume: 53
  start-page: 6198
  year: 2014
  ident: WOS:000337095000031
  article-title: anti-Markovnikov Hydroamination of Alkenes Catalyzed by a Two-Component Organic Photoredox System: Direct Access to Phenethylamine Derivatives
  publication-title: ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
  doi: 10.1002/anie.201402443
  contributor:
    fullname: Nguyen, TM
– volume: 6
  start-page: 873
  year: 2016
  ident: WOS:000369774900048
  article-title: Donor-Acceptor Fluorophores for Visible-Light-Promoted Organic Synthesis:Photoredox/Ni Dual Catalytic C(sp(3))-C(sp(2)) Cross-Coupling
  publication-title: ACS CATALYSIS
  doi: 10.1021/acscatal.5b02204
  contributor:
    fullname: Luo, J
– volume: 40
  start-page: 102
  year: 2011
  ident: WOS:000285390900008
  article-title: Visible light photoredox catalysis: applications in organic synthesis
  publication-title: CHEMICAL SOCIETY REVIEWS
  doi: 10.1039/b913880n
  contributor:
    fullname: Narayanam, JMR
– volume: 135
  start-page: 10334
  year: 2013
  ident: WOS:000322103000039
  article-title: Direct Catalytic Anti-Markovnikov Addition of Carboxylic Acids to Alkenes
  publication-title: JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
  doi: 10.1021/ja4057294
  contributor:
    fullname: Perkowski, AJ
– volume: 4
  start-page: 355
  year: 2014
  ident: WOS:000329472600042
  article-title: Recent Applications of Organic Dyes as Photoredox Catalysts in Organic Synthesis
  publication-title: ACS CATALYSIS
  doi: 10.1021/cs400956a
  contributor:
    fullname: Nicewicz, DA
– ident: ref1/cit1c
  doi: 10.1038/nchem.687
– ident: ref3/cit3
  doi: 10.1021/cm051312+
– ident: ref8/cit8
  doi: 10.1021/ja038656q
– ident: ref1/cit1b
  doi: 10.1039/B913880N
– ident: ref5/cit5
  doi: 10.1039/C5CC04677G
– ident: ref2/cit2
  doi: 10.1021/jo202538x
– ident: ref13/cit13c
  doi: 10.3762/bjoc.8.229
– ident: ref9/cit9a
  doi: 10.1021/ja309635w
– ident: ref11/cit11
  doi: 10.1021/ja505964r
– ident: ref6/cit6
  doi: 10.1021/acscatal.5b02204
– ident: ref1/cit1d
  doi: 10.1021/cs400956a
– ident: ref13/cit13a
  doi: 10.1021/jo050705p
– ident: ref1/cit1e
  doi: 10.1021/acs.chemrev.6b00057
– ident: ref13/cit13b
  doi: 10.1021/acs.chemrev.5b00707
– ident: ref9/cit9d
  doi: 10.1002/anie.201402443
– ident: ref9/cit9c
  doi: 10.1021/ja4057294
– ident: ref9/cit9b
  doi: 10.1021/ja4031616
– ident: ref10/cit10
  doi: 10.1021/ja506228u
– ident: ref1/cit1a
  doi: 10.1021/cr300503r
– ident: ref4/cit4
  doi: 10.1007/s00339-016-9726-2
– ident: ref7/cit7
  doi: 10.1021/cs400956a
– ident: ref13/cit13d
  doi: 10.1002/chem.201404347
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Snippet The emergence of visible light photoredox catalysis has enabled the productive use of lower energy radiation, leading to highly selective reaction platforms....
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SubjectTerms Chemistry
Chemistry, Organic
Physical Sciences
Science & Technology
Title Acridinium-Based Photocatalysts: A Sustainable Option in Photoredox Catalysis
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