Literature DB >> 23691491

Visible Light Photocatalysis: The Development of Photocatalytic Radical Ion Cycloadditions.

Tehshik P Yoon1.   

Abstract

Photochemistry has the potential to significantly impact multiple aspects of chemical synthesis, in part because photoinduced reactions can be used to construct molecular architectures that would otherwise be difficult to produce. Nevertheless, organic chemists have been slow to embrace photochemical synthesis because of technical complications associated with the use of ultraviolet light. Our laboratory has been part of an effort to design synthetically useful reactions that utilize visible light. This strategy enables the synthesis of a diverse range of organic structures by generation of a variety of reactive intermediates under exceptionally mild conditions. This Perspective article describes the reasoning that led to the conception of our first experiments in this area, the features of our reaction design that have been most powerful in the discovery of new processes, and a few of the possible future areas in which visible light photocatalysis might have a large impact.

Entities:  

Keywords:  Cycloadditions; Natural Products; Photocatalysis; Photochemistry; Radical ions

Year:  2013        PMID: 23691491      PMCID: PMC3656437          DOI: 10.1021/cs400088e

Source DB:  PubMed          Journal:  ACS Catal            Impact factor:   13.084


  48 in total

1.  A diastereoselective metal-catalyzed [2+2] cycloaddition of bis-enomes.

Authors:  T G Baik; A L Luis; L C Wang; M J Krische
Journal:  J Am Chem Soc       Date:  2001-07-11       Impact factor: 15.419

2.  Photochemical reactions as key steps in organic synthesis.

Authors:  Norbert Hoffmann
Journal:  Chem Rev       Date:  2008-02-27       Impact factor: 60.622

3.  THE PHOTOCHEMISTRY OF THE FUTURE.

Authors:  G Ciamician
Journal:  Science       Date:  1912-09-27       Impact factor: 47.728

4.  Oxidative burst inhibitory and cytotoxic amides and lignans from the stem bark of Fagara heitzii (Rutaceae).

Authors:  Luc Meva'a Mbaze; Jean Alexandre Lado; Jean Duplex Wansi; Tze Chieh Shiao; David Dako Chiozem; Muhammad Ahmed Mesaik; Muhammad Iqbal Choudhary; Marie-Aleth Lacaille-Dubois; Jean Wandji; René Roy; Norbert Sewald
Journal:  Phytochemistry       Date:  2009-09-09       Impact factor: 4.072

5.  Visible light mediated activation and O-glycosylation of thioglycosides.

Authors:  Walter J Wever; Maris A Cinelli; Albert A Bowers
Journal:  Org Lett       Date:  2012-12-20       Impact factor: 6.005

Review 6.  Visible light photoredox catalysis with transition metal complexes: applications in organic synthesis.

Authors:  Christopher K Prier; Danica A Rankic; David W C MacMillan
Journal:  Chem Rev       Date:  2013-03-19       Impact factor: 60.622

7.  Visible light photoredox catalysis: generation and addition of N-aryltetrahydroisoquinoline-derived α-amino radicals to Michael acceptors.

Authors:  Paul Kohls; Deepak Jadhav; Ganesh Pandey; Oliver Reiser
Journal:  Org Lett       Date:  2012-01-19       Impact factor: 6.005

8.  Synthetic studies on insect hormones. IX. Stereoselective total synthesis of a racemic boll weevil pheromone.

Authors:  R Zurflüh; L L Dunham; V L Spain; J B Siddall
Journal:  J Am Chem Soc       Date:  1970-01-28       Impact factor: 15.419

9.  Visible Light Photocatalysis of Radical Anion Hetero-Diels-Alder Cycloadditions.

Authors:  Anna E Hurtley; Megan A Cismesia; Michael A Ischay; Tehshik P Yoon
Journal:  Tetrahedron       Date:  2011-06-17       Impact factor: 2.457

10.  Catalytic asymmetric α-acylation of tertiary amines mediated by a dual catalysis mode: N-heterocyclic carbene and photoredox catalysis.

Authors:  Daniel A DiRocco; Tomislav Rovis
Journal:  J Am Chem Soc       Date:  2012-05-02       Impact factor: 15.419

View more
  34 in total

1.  Visible light-promoted metal-free sp(3)-C-H fluorination.

Authors:  Ji-Bao Xia; Chen Zhu; Chuo Chen
Journal:  Chem Commun (Camb)       Date:  2014-10-11       Impact factor: 6.222

2.  Syntheses of Cyclic Guanidine-Containing Natural Products.

Authors:  Yuyong Ma; Saptarshi De; Chuo Chen
Journal:  Tetrahedron       Date:  2015-02-25       Impact factor: 2.457

3.  Detection of Fleeting Amine Radical Cations and Elucidation of Chain Processes in Visible-Light-Mediated [3 + 2] Annulation by Online Mass Spectrometric Techniques.

Authors:  Yi Cai; Jiang Wang; Yuexiang Zhang; Zhi Li; David Hu; Nan Zheng; Hao Chen
Journal:  J Am Chem Soc       Date:  2017-08-25       Impact factor: 15.419

4.  Natural products as inspiration for the development of new synthetic methods.

Authors:  Zhiqiang Ma; Chuo Chen
Journal:  J Chin Chem Soc       Date:  2017-08-09       Impact factor: 1.967

5.  Catalytic Radical Domino Reactions in Organic Synthesis.

Authors:  Leanne J Sebren; James J Devery; Corey R J Stephenson
Journal:  ACS Catal       Date:  2014-02-07       Impact factor: 13.084

6.  Radical/Polar Annulation Reactions (RPARs) Enable the Modular Construction of Cyclopropanes.

Authors:  John A Milligan; James P Phelan; Viktor C Polites; Christopher B Kelly; Gary A Molander
Journal:  Org Lett       Date:  2018-10-15       Impact factor: 6.005

Review 7.  Solar synthesis: prospects in visible light photocatalysis.

Authors:  Danielle M Schultz; Tehshik P Yoon
Journal:  Science       Date:  2014-02-28       Impact factor: 47.728

8.  Syntheses of Sceptrins and Nakamuric Acid and Insights into the Biosyntheses of Pyrrole-Imidazole Dimers.

Authors:  Xiaolei Wang; Yang Gao; Zhiqiang Ma; Rodrigo A Rodriguez; Zhi-Xiang Yu; Chuo Chen
Journal:  Org Chem Front       Date:  2015-08-01       Impact factor: 5.281

9.  The Cleavage of a C-C Bond in Cyclobutylanilines by Visible-Light Photoredox Catalysis: Development of a [4+2] Annulation Method.

Authors:  Jiang Wang; Nan Zheng
Journal:  Angew Chem Int Ed Engl       Date:  2015-07-24       Impact factor: 15.336

10.  [3+2] Photooxygenation of aryl cylopropanes via visible light photocatalysis.

Authors:  Zhan Lu; Jonathan D Parrish; Tehshik P Yoon
Journal:  Tetrahedron       Date:  2014-07-08       Impact factor: 2.457

View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.