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

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

(2021) Jeffrey M. Lipshultz et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

The first bismuth self-mediated oxidative carbonylative coupling reaction via BiIII/BiV redox intermediates

(2021) Fengqian Zhao et al.   JOURNAL OF CATALYSIS

Phosphorus-Based Catalysis

(2021) Changmin Xie et al.   ACS Central Science

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

(2021) Yue Pang et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Sulfonylation of Bismuth Reagents with Sulfinates or SO2 through BiIII/BiV Intermediates

(2021) Fengqian Zhao et al.   ORGANOMETALLICS

Deoxygenation of Nitrous Oxide and Nitro Compounds Using Bis(N‐Heterocyclic Silylene)Amido Iron Complexes as Catalysts

(2021) Xi Chen et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

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

(2021) Marc Magre et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

High‐valent bismuth redox catalysis

(2021) Oriol Planas et al.   NACHRICHTEN AUS DER CHEMIE

Transition-Metal-Like Catalysis with a Main-Group Element: Bismuth-Catalyzed C−F Coupling of Aryl Boronic Esters

(2020) Daniel Janssen-Müller et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

S(IV)-Mediated Unsymmetrical Heterocycle Cross-Couplings

(2020) Tian Qin et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Hydrogen formation using a synthetic heavier main-group bismuth-based electrocatalyst

(2020) Wang-Chuan Xiao et al.   INTERNATIONAL JOURNAL OF HYDROGEN ENERGY

Modular bismacycles for the selective C–H arylation of phenols and naphthols

(2020) Mark Jurrat et al.   Nature Chemistry

Fluorination of arylboronic esters enabled by bismuth redox catalysis

(2020) Oriol Planas et al.   SCIENCE

Multicomponent Synthesis of Sulfones and Sulfides from Triarylbismuthines and Sodium Metabisulfite in Deep Eutectic Solvents

(2020) Beatriz Saavedra et al.   EUROPEAN JOURNAL OF ORGANIC CHEMISTRY

Well‐defined, molecular bismuth compounds: catalysts in photochemically‐induced radical dehydrocoupling reactions

(2020) Jacqueline Ramler et al.   CHEMISTRY-A EUROPEAN JOURNAL

Systematic study on catalytic arsa‐Wittig reaction

(2020) Ryoto Inaba et al.   CHEMISTRY-A EUROPEAN JOURNAL

Bismuth-Catalyzed Oxidative Coupling of Arylboronic Acids with Triflate and Nonaflate Salts

(2020) Oriol Planas et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Round-Trip Oxidative Addition, Ligand Metathesis, and Reductive Elimination in a PIII/PV Synthetic Cycle

(2020) Soohyun Lim et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Bismuth Amides Mediate Facile and Highly Selective Pn–Pn Radical Coupling Reactions (Pn = N, P, As)

(2020) Kai Oberdorf et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Frontiers in molecular p-block chemistry: From structure to reactivity

(2019) Rebecca L. Melen   SCIENCE

Transition-Metal-Free Desulfinative Cross-Coupling of Heteroaryl Sulfinates with Grignard Reagents

(2019) Jun Wei et al.   ORGANIC LETTERS

Bi(I)-Catalyzed Transfer-Hydrogenation with Ammonia-Borane

(2019) Feng Wang et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Bismuth Compounds in Radical Catalysis: Transition Metal Bismuthanes Facilitate Thermally Induced Cycloisomerizations

(2019) Jacqueline Ramler et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Bond-Forming and -Breaking Reactions at Sulfur(IV): Sulfoxides, Sulfonium Salts, Sulfur Ylides, and Sulfinate Salts

(2019) Daniel Kaiser et al.   CHEMICAL REVIEWS

Trapping and Reactivity of a Molecular Aluminium Oxide Ion

(2019) Jamie Hicks et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Aluminium-Mediated Carbon Dioxide Reduction by an Isolated Monoalumoxane Anion

(2019) Mathew D. Anker et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Sequential Oxidation and C−H Bond Activation at a Gallium(I) Center

(2019) Aishabibi Kassymbek et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Nickel(II)-Catalyzed Synthesis of Sulfinates from Aryl and Heteroaryl Boronic Acids and the Sulfur Dioxide Surrogate DABSO

(2019) Pui Kin Tony Lo et al.   ACS Catalysis

Catalytic oxidative coupling promoted by bismuth TEMPOxide complexes

(2018) R. J. Schwamm et al.   CHEMICAL COMMUNICATIONS

Oxidative Addition and Reductive Elimination at Main-Group Element Centers

(2018) Terry Chu et al.   CHEMICAL REVIEWS

Biphilic Organophosphorus-Catalyzed Intramolecular Csp2–H Amination: Evidence for a Nitrenoid in Catalytic Cadogan Cyclizations

(2018) Trevor V. Nykaza et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

CO Oxidation by N2O Homogeneously Catalyzed by Ruthenium Hydride Pincer Complexes Indicating a New Mechanism

(2018) Rong Zeng et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

The Road Travelled: After Main-Group Elements as Transition Metals

(2018) Catherine Weetman et al.   ChemCatChem

Phosphine Organocatalysis

(2018) Hongchao Guo et al.   CHEMICAL REVIEWS

Trifluoromethanesulfonate Anion as Nucleophile in Organic Chemistry

(2017) Bibek Dhakal et al.   JOURNAL OF ORGANIC CHEMISTRY

Bismuth(III) Complex of the [S4]•– Radical Anion: Dimer Formation via Pancake Bonds

(2017) Ryan J. Schwamm et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Hydrogenation and Hydrosilylation of Nitrous Oxide Homogeneously Catalyzed by a Metal Complex

(2017) Rong Zeng et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Silicon and Oxygen’s Bond of Affection: An Acyclic Three-Coordinate Silanone and Its Transformation to an Iminosiloxysilylene

(2017) Daniel Wendel et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

One-pot palladium-catalyzed synthesis of sulfonyl fluorides from aryl bromides

(2017) Alyn T. Davies et al.   Chemical Science

Zero-Valent Amino-Olefin Cobalt Complexes as Catalysts for Oxygen Atom Transfer Reactions from Nitrous Oxide

(2016) Thomas L. Gianetti et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Bi−P Bond Homolysis as a Route to Reduced Bismuth Compounds and Reversible Activation of P4

(2016) Ryan J. Schwamm et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Advances in Iodine(III)-Mediated Halogenations: A Versatile Tool to Explore New Reactivities and Selectivities

(2016) Andreas M. Arnold et al.   CHEMISTRY-A EUROPEAN JOURNAL

Synthesis of Highly Functionalized Triarylbismuthines by Functional Group Manipulation and Use in Palladium- and Copper-Catalyzed Arylation Reactions

(2016) Martin Hébert et al.   JOURNAL OF ORGANIC CHEMISTRY

Enabling and Probing Oxidative Addition and Reductive Elimination at a Group 14 Metal Center: Cleavage and Functionalization of E–H Bonds by a Bis(boryl)stannylene

(2016) Andrey V. Protchenko et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Isolation of 1,2,4,3-Triazaborol-3-yl-metal (Li, Mg, Al, Au, Zn, Sb, Bi) Derivatives and Reactivity toward CO and Isonitriles

(2016) Wei Lu et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Recent Developments in the Reduction of Aromatic and Aliphatic Nitro Compounds to Amines

(2016) Manuel Orlandi et al.   ORGANIC PROCESS RESEARCH & DEVELOPMENT

Isolation and Characterization of a Bismuth(II) Radical

(2015) Ryan J. Schwamm et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Cooperative Bond Activation and Catalytic Reduction of Carbon Dioxide at a Group 13 Metal Center

(2015) Joseph A. B. Abdalla et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Well-Defined, Mononuclear BiI and BiII Compounds: Towards Transition-Metal-Like Behavior

(2015) Crispin Lichtenberg   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Single Unit Cell Bismuth Tungstate Layers Realizing Robust Solar CO2Reduction to Methanol

(2015) Liang Liang et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Oxidative addition of carbon–fluorine and carbon–oxygen bonds to Al(i)

(2015) Mark R. Crimmin et al.   CHEMICAL COMMUNICATIONS

From Dibismuthenes to Three- and Two-Coordinated Bismuthinidenes by Fine Ligand Tuning: Evidence for Aromatic BiC3N Rings through a Combined Experimental and Theoretical Study

(2015) Iva Vránová et al.   CHEMISTRY-A EUROPEAN JOURNAL

A general route to monoorganopnicogen(iii) (M = Sb, Bi) compounds with a pincer (N,C,N) group and oxo ligands

(2015) Gabriela Strîmb et al.   DALTON TRANSACTIONS

Biphilic Organophosphorus Catalysis: Regioselective Reductive Transposition of Allylic Bromides via PIII/PV Redox Cycling

(2015) Kyle D. Reichl et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Transition Metal-like Oxidative Addition of C–F and C–O Bonds to an Aluminum(I) Center

(2015) Terry Chu et al.   ORGANOMETALLICS

Design, synthesis, and carbon-heteroatom coupling reactions of organometallic nickel(IV) complexes

(2015) N. M. Camasso et al.   SCIENCE

Persistent Antimony- and Bismuth-Centered Radicals in Solution

(2014) Shintaro Ishida et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

A General Copper-Mediated Nucleophilic18F Fluorination of Arenes

(2014) Matthew Tredwell et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Nitric Oxide Insertion Reactivity with the Bismuth-Carbon Bond: Formation of the Oximate Anion, [ON(C6H2tBu2O)]−, from the Oxyaryl Dianion, (C6H2tBu2O)2−

(2014) Douglas R. Kindra et al.   CHEMISTRY-A EUROPEAN JOURNAL

Oxidative Addition of σ Bonds to an Al(I) Center

(2014) Terry Chu et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Efficient Reduction of CO2 to CO with High Current Density Using in Situ or ex Situ Prepared Bi-Based Materials

(2014) Jonnathan Medina-Ramos et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Catalytic C–F Bond Hydrogenolysis of Fluoroaromatics by [(η5-C5Me5)RhI(2,2′-bipyridine)]

(2014) Hidetaka Nakai et al.   ORGANOMETALLICS

Solar Light Driven Pure Water Splitting on Quantum Sized BiVO4 without any Cocatalyst

(2014) Songmei Sun et al.   ACS Catalysis

Copper-Catalyzed Hydrodefluorination of Fluoroarenes by Copper Hydride Intermediates

(2013) Hongbin Lv et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Palladium-CatalyzedOrtho-Selective CF Activation of Polyfluoroarenes with Triethylsilane: A Facile Access to Partially Fluorinated Aromatics

(2013) Zhao Chen et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

N,N′-Diamidocarbenes Facilitate Selective CH Insertions and Transfer Hydrogenations

(2013) Jonathan P. Moerdyk et al.   CHEMISTRY-A EUROPEAN JOURNAL

Insertion of CO2 and COS into Bi–C Bonds: Reactivity of a Bismuth NCN Pincer Complex of an Oxyaryl Dianionic Ligand, [2,6-(Me2NCH2)2C6H3]Bi(C6H2tBu2O)

(2013) Douglas R. Kindra et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Palladium(III)-Catalyzed Fluorination of Arylboronic Acid Derivatives

(2013) Anthony R. Mazzotti et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Mild Copper-Mediated Fluorination of Aryl Stannanes and Aryl Trifluoroborates

(2013) Yingda Ye et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Copper-Catalyzed Electrophilic Carbofunctionalization of Alkynes to Highly Functionalized Tetrasubstituted Alkenes

(2013) Marcos G. Suero et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Copper-Mediated Fluorination of Arylboronate Esters. Identification of a Copper(III) Fluoride Complex

(2013) Patrick S. Fier et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

The Bis(allyl)bismuth Cation: A Reagent for Direct Allyl Transfer by Lewis Acid Activation and Controlled Radical Polymerization

(2012) Crispin Lichtenberg et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

A Stable Two-Coordinate Acyclic Silylene

(2012) Andrey V. Protchenko et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

π–π Interaction Assisted Hydrodefluorination of Perfluoroarenes by Gold Hydride: A Case of Synergistic Effect on C–F Bond Activation

(2012) Hongbin Lv et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Main Group Redox Catalysis: Reversible PIII/PV Redox Cycling at a Phosphorus Platform

(2012) Nicole L. Dunn et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

A newly-designed PE-supported arsine for efficient and practical catalytic Wittig olefination

(2011) Peng Wang et al.   CHEMICAL COMMUNICATIONS

Facile Bismuth−Oxygen Bond Cleavage, C−H Activation, and Formation of a Monodentate Carbon-Bound Oxyaryl Dianion, (C6H2tBu2-3,5-O-4)2−

(2011) Ian J. Casely et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Reactivity of N-Heterocyclic Germylene Toward Ammonia and Water

(2011) Wenyuan Wang et al.   ORGANOMETALLICS

Monomeric Organoantimony(I) and Organobismuth(I) Compounds Stabilized by an NCN Chelating Ligand: Syntheses and Structures

(2010) Petr Šimon et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

π-Bonding and the Lone Pair Effect in Multiple Bonds Involving Heavier Main Group Elements: Developments in the New Millennium

(2010) Roland C. Fischer et al.   CHEMICAL REVIEWS

Activation of Ammonia by a Si═O Double Bond and Formation of a Unique Pair of Sila-Hemiaminal and Silanoic Amide Tautomers

(2010) Yun Xiong et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Selective Aromatic C−F and C−H Bond Activation with Silylenes of Different Coordinate Silicon

(2010) Anukul Jana et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Main-group elements as transition metals

(2010) Philip P. Power   NATURE

Green bismuth

(2010) Ram Mohan   Nature Chemistry

Synthesis of a stable adduct of dialane(4) (Al2H4) via hydrogenation of a magnesium(I) dimer

(2010) Simon J. Bonyhady et al.   Nature Chemistry

N-Heterocyclic Carbene (NHC)-Stabilized Silanechalcogenones: NHC→Si(R2)E (E=O, S, Se, Te)

(2009) Shenglai Yao et al.   CHEMISTRY-A EUROPEAN JOURNAL

Redox initiated cationic polymerization: Reduction of diaryliodonium salts by 9-BBN

(2009) James V. Crivello   JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY

Development of an Arylthiobismuthine Cocatalyst in Organobismuthine-Mediated Living Radical Polymerization: Applications for Synthesis of Ultrahigh Molecular Weight Polystyrenes and Polyacrylates

(2009) Eiichi Kayahara et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

An Isolable NHC-Supported Silanone

(2009) Yun Xiong et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Reaction of Hydrogen or Ammonia with Unsaturated Germanium or Tin Molecules under Ambient Conditions: Oxidative Addition versus Arene Elimination

(2009) Yang Peng et al.   JOURNAL OF THE AMERICAN CHEMICAL SOCIETY

Fluorination of Boronic Acids Mediated by Silver(I) Triflate

(2009) Takeru Furuya et al.   ORGANIC LETTERS

Reactivity of a Zwitterionic Stable Silylene toward Halosilanes and Haloalkanes

(2009) Yun Xiong et al.   ORGANOMETALLICS

Synthesis, Structure, and Reactivity of Intramolecularly Coordinated Organoantimony and Organobismuth Sulfides

(2009) Marie Chovancová et al.   ORGANOMETALLICS

Novel Sterically Congested Monoorganobismuth(III) Compounds: Synthesis, Structure, and Bismuth−Arene π Interaction in ArBiXY (X, Y = Br, I, OH, 2,6-Mes2-4-t-Bu-C6H2PHO2)

(2009) Hans J. Breunig et al.   ORGANOMETALLICS

Metal-free electrophilic fluorination of alkyl trifluoroborates and boronic acids

(2009) Clément Cazorla et al.   TETRAHEDRON LETTERS

Efficient Fixation of Carbon Dioxide by Hypervalent Organobismuth Oxide, Hydroxide, and Alkoxide

(2008) Shuang-Feng Yin et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

Palladium-Mediated Fluorination of Arylboronic Acids

(2008) Takeru Furuya et al.   ANGEWANDTE CHEMIE-INTERNATIONAL EDITION

BiPh3—A convenient synthon for heavy alkaline-earth metal amides

(2008) Miriam M. Gillett-Kunnath et al.   CHEMICAL COMMUNICATIONS

Hypervalent organobismuth(iii) carbonate, chalcogenides and halides with the pendant arm ligands 2-(Me2NCH2)C6H4 and 2,6-(Me2NCH2)2C6H3

(2008) Hans J. Breunig et al.   DALTON TRANSACTIONS

Rearrangement of Biaryl Monoaminocarbenes via Concerted Asynchronous Insertion into Aromatic C−H Bonds

(2008) Joan Vignolle et al.   ORGANIC LETTERS