Literature DB >> 33464903

Main Group Redox Catalysis of Organopnictogens: Vertical Periodic Trends and Emerging Opportunities in Group 15.

Jeffrey M Lipshultz1, Gen Li1, Alexander T Radosevich1.   

Abstract

A growing number of organopnictogen redox catalytic methods have emerged-especially within the past 10 years-that leverage the plentiful reversible two-electron redox chemistry within Group 15. The goal of this Perspective is to provide readers the context to understand the dramatic developments in organopnictogen catalysis over the past decade with an eye toward future development. An exposition of the fundamental differences in the atomic structure and bonding of the pnictogens, and thus the molecular electronic structure of organopnictogen compounds, is presented to establish the backdrop against which organopnictogen redox reactivity-and ultimately catalysis-is framed. A deep appreciation of these underlying periodic principles informs an understanding of the differing modes of organopnictogen redox catalysis and evokes the key challenges to the field moving forward. We close by addressing forward-looking directions likely to animate this area in the years to come. What new catalytic manifolds can be developed through creative catalyst and reaction design that take advantage of the intrinsic redox reactivity of the pnictogens to drive new discoveries in catalysis?

Entities:  

Mesh:

Substances:

Year:  2021        PMID: 33464903      PMCID: PMC7934640          DOI: 10.1021/jacs.0c12816

Source DB:  PubMed          Journal:  J Am Chem Soc        ISSN: 0002-7863            Impact factor:   15.419


  174 in total

1.  Hypervalent iodine goes catalytic.

Authors:  Robert D Richardson; Thomas Wirth
Journal:  Angew Chem Int Ed Engl       Date:  2006-07-03       Impact factor: 15.336

2.  Catalytic wittig reactions of semi- and nonstabilized ylides enabled by ylide tuning.

Authors:  Emma E Coyle; Bryan J Doonan; Andrew J Holohan; Killian A Walsh; Florie Lavigne; Elizabeth H Krenske; Christopher J O'Brien
Journal:  Angew Chem Int Ed Engl       Date:  2014-09-22       Impact factor: 15.336

3.  Effects of substituents on aryl groups during the reaction of triarylphosphine radical cation and oxygen.

Authors:  Shinro Yasui; Sachiko Tojo; Tetsuro Majima
Journal:  Org Biomol Chem       Date:  2006-06-30       Impact factor: 3.876

4.  Direct Electrochemical P(V) to P(III) Reduction of Phosphine Oxide Facilitated by Triaryl Borates.

Authors:  Joseph S Elias; Cyrille Costentin; Daniel G Nocera
Journal:  J Am Chem Soc       Date:  2018-10-16       Impact factor: 15.419

5.  Serine-Selective Bioconjugation.

Authors:  Julien C Vantourout; Srinivasa Rao Adusumalli; Kyle W Knouse; Dillon T Flood; Antonio Ramirez; Natalia M Padial; Alena Istrate; Katarzyna Maziarz; Justine N deGruyter; Rohan R Merchant; Jennifer X Qiao; Michael A Schmidt; Michael J Deery; Martin D Eastgate; Philip E Dawson; Gonçalo J L Bernardes; Phil S Baran
Journal:  J Am Chem Soc       Date:  2020-10-05       Impact factor: 15.419

6.  PIII /PV =O Catalyzed Cascade Synthesis of N-Functionalized Azaheterocycles.

Authors:  Trevor V Nykaza; Gen Li; Junyu Yang; Michael R Luzung; Alexander T Radosevich
Journal:  Angew Chem Int Ed Engl       Date:  2020-01-29       Impact factor: 15.336

7.  Bridged [2.2.1] bicyclic phosphine oxide facilitates catalytic γ-umpolung addition-Wittig olefination.

Authors:  Kui Zhang; Lingchao Cai; Zhongyue Yang; K N Houk; Ohyun Kwon
Journal:  Chem Sci       Date:  2018-01-18       Impact factor: 9.825

8.  Free Radical Chemistry Enabled by Visible Light-Induced Electron Transfer.

Authors:  Daryl Staveness; Irene Bosque; Corey R J Stephenson
Journal:  Acc Chem Res       Date:  2016-08-16       Impact factor: 22.384

9.  An Improved PIII/PV═O-Catalyzed Reductive C-N Coupling of Nitroaromatics and Boronic Acids by Mechanistic Differentiation of Rate- and Product-Determining Steps.

Authors:  Gen Li; Trevor V Nykaza; Julian C Cooper; Antonio Ramirez; Michael R Luzung; Alexander T Radosevich
Journal:  J Am Chem Soc       Date:  2020-03-25       Impact factor: 15.419

10.  Understanding the Uniqueness of 2p Elements in Periodic Tables.

Authors:  Zhen-Ling Wang; Han-Shi Hu; László von Szentpály; Hermann Stoll; Stephan Fritzsche; Pekka Pyykkö; W H Eugen Schwarz; Jun Li
Journal:  Chemistry       Date:  2020-11-16       Impact factor: 5.236

View more
  14 in total

Review 1.  Methods for Direct Reductive N-Methylation of Nitro Compounds.

Authors:  Zhijie Jiang; Evan Abdulkareem Mahmood; Nazanin Zare Harofteh; Abdol Ghaffar Ebadi; Mohsen Toughani; Esmail Vessally
Journal:  Top Curr Chem (Cham)       Date:  2022-05-24

2.  Chemoselective Primary Amination of Aryl Boronic Acids by PIII/PV═O-Catalysis: Synthetic Capture of the Transient Nef Intermediate HNO.

Authors:  Seung Youn Hong; Alexander T Radosevich
Journal:  J Am Chem Soc       Date:  2022-05-12       Impact factor: 16.383

3.  Enabling Reductive C-N Cross-Coupling of Nitroalkanes and Boronic Acids by Steric Design of P(III)/P(V)═O Catalysts.

Authors:  Gen Li; Yuzuru Kanda; Seung Youn Hong; Alexander T Radosevich
Journal:  J Am Chem Soc       Date:  2022-05-02       Impact factor: 16.383

4.  Dibismuthanes in catalysis: from synthesis and characterization to redox behavior towards oxidative cleavage of 1,2-diols.

Authors:  Marc Magre; Jennifer Kuziola; Nils Nöthling; Josep Cornella
Journal:  Org Biomol Chem       Date:  2021-06-09       Impact factor: 3.876

5.  Uniting Amide Synthesis and Activation by PIII/PV-Catalyzed Serial Condensation: Three-Component Assembly of 2-Amidopyridines.

Authors:  Jeffrey M Lipshultz; Alexander T Radosevich
Journal:  J Am Chem Soc       Date:  2021-09-03       Impact factor: 16.383

6.  PIII/PV═O-Catalyzed Intermolecular N-N Bond Formation: Cross-Selective Reductive Coupling of Nitroarenes and Anilines.

Authors:  Gen Li; Steven P Miller; Alexander T Radosevich
Journal:  J Am Chem Soc       Date:  2021-09-02       Impact factor: 16.383

7.  The inversion of tetrahedral p-block element compounds: general trends and the relation to the second-order Jahn-Teller effect.

Authors:  Lukas M Sigmund; Rouven Maier; Lutz Greb
Journal:  Chem Sci       Date:  2021-12-15       Impact factor: 9.825

8.  Redox-Neutral Organometallic Elementary Steps at Bismuth: Catalytic Synthesis of Aryl Sulfonyl Fluorides.

Authors:  Marc Magre; Josep Cornella
Journal:  J Am Chem Soc       Date:  2021-12-16       Impact factor: 15.419

Review 9.  Bismuth Redox Catalysis: An Emerging Main-Group Platform for Organic Synthesis.

Authors:  Hye Won Moon; Josep Cornella
Journal:  ACS Catal       Date:  2022-01-07       Impact factor: 13.084

10.  Catalytic Hydrodefluorination via Oxidative Addition, Ligand Metathesis, and Reductive Elimination at Bi(I)/Bi(III) Centers.

Authors:  Yue Pang; Markus Leutzsch; Nils Nöthling; Felix Katzenburg; Josep Cornella
Journal:  J Am Chem Soc       Date:  2021-08-06       Impact factor: 15.419

View more

北京卡尤迪生物科技股份有限公司 © 2022-2023.