The pnictogen bond forming ability of bonded bismuth atoms in molecular entities in the crystalline phase: a perspective

Pradeep R. Varadwaj, Arpita Varadwaj, Helder M. Marques and Koichi Yamashita

CrystEngComm, 2023, 25, 1038
DOI: 10.1039/D2CE01620F

A complete set of pnictocarbynes: [M(CAPh2)(CO)2(Tp*)] (M = Mo, W; A = N, P, As, Sb, Bi; Tp* = hydrotris(dimethylpyrazolyl)-borate)

Benjamin J. Frogley and Anthony F. Hill

Chem. Commun., 2018, 54, 2126
DOI: 10.1039/C8CC00143J

A new C-anionic tripodal ligand 2-{bis(benzothiazolyl)(methoxy)methyl}phenyl and its bismuth complexes

Shigeru Shimada, Shuang-Feng Yin and Ming Bao

Dalton Trans., 2021, 50, 7949
DOI: 10.1039/D1DT01071A

Palladium catalyzed atom-efficient cross-coupling reactions of triarylbismuths with aryl bromides

Maddali L.N. Rao, Debasis Banerjee and Deepak N. Jadhav

Tetrahedron Letters, 2007, 48, 2707
DOI: 10.1016/j.tetlet.2007.02.068

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

Mark Jurrat, Lorenzo Maggi, William Lewis and Liam T. Ball

Nat. Chem., 2020, 12, 260
DOI: 10.1038/s41557-020-0425-4

Synthesis, structure, and in vitro antiproliferative activity of cyclic hypervalent organobismuth(III) chlorides and their triphenylgermylpropionate derivatives

Xiao-Wen Zhang, Jun Xia, Hui-Wen Yan, Sheng-Lian Luo, Shuang-Feng Yin, Chak-Tong Au and Wai-Yeung Wong

Journal of Organometallic Chemistry, 2009, 694, 3019
DOI: 10.1016/j.jorganchem.2009.05.003

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

Hye Won Moon and Josep Cornella

ACS Catal., 2022, 12, 1382
DOI: 10.1021/acscatal.1c04897

Synthesis and structure of 5,6,7,12-tetrahydrodibenz[c,f][1,5]azabismocines

Shigeru Shimada, Osamu Yamazaki, Toshifumi Tanaka, Yohichi Suzuki and Masato Tanaka

Journal of Organometallic Chemistry, 2004, 689, 3012
DOI: 10.1016/j.jorganchem.2004.06.041

σ‐Accepting Properties of a Chlorobismuthine Ligand

Tzu‐Pin Lin, Iou‐Sheng Ke and François P. Gabbaï

Angew Chem Int Ed, 2012, 51, 4985
DOI: 10.1002/anie.201200854

Synthesis, Structures, and Reactivity of Biphenylylene Complexes of Bismuth(III)

Claire J. Carmalt, Alan H. Cowley, Andreas Decken, Yvonne G. Lawson and Nicholas C. Norman

Organometallics, 1996, 15, 887
DOI: 10.1021/om950734y

The First Structurally Characterized Aluminum Compounds with Terminal Acetylide Groups

Wenjun Zheng, Nadia C. Mösch-Zanetti, Herbert W. Roesky, Manuel Hewitt, Fanica Cimpoesu, Thomas R. Schneider, Andreas Stasch and Jörg Prust

Angew. Chem. Int. Ed., 2000, 39, 3099
DOI: 10.1002/1521-3773(20000901)39:17<3099::AID-ANIE3099>3.0.CO;2-W

PALLADIUM-CATALYZED COUPLING REACTION OF VINYL EPOXIDES, DIOL ACETONIDES, AND DIOL CARBONATES WITH ORGANOBISMUTH COMPOUNDS

Suk-Ku Kang, Hyung-Chul Ryu, Young-Taek Hong, Moon-Sung Kim, Sung-Won Lee and Jung-Hee Jung

Synthetic Communications, 2001, 31, 2365
DOI: 10.1081/SCC-100104838

A new palladium catalyzed protocol for atom-efficient cross-coupling reactions of triarylbismuths with aryl halides and triflates

Maddali L.N. Rao, Deepak N. Jadhav and Debasis Banerjee

Tetrahedron, 2008, 64, 5762
DOI: 10.1016/j.tet.2008.04.011

Cross-coupling reaction of organobismuth dialkoxides with aryl bromides and iodides catalyzed by Pd(PPh3)4

Maddali L.N. Rao, Shigeru Shimada, Osamu Yamazaki and Masato Tanaka

Journal of Organometallic Chemistry, 2002, 659, 117
DOI: 10.1016/S0022-328X(02)01716-3

Recent Advances in Organic Syntheses Using Organobismuth Compounds

Shigeru Shimada

J. Synth. Org. Chem. Jpn., 2014, 72, 1032
DOI: 10.5059/yukigoseikyokaishi.72.1032

Heavy metal orchestration

Adrien Le Roch and Alexandre Gagnon

Nat. Chem., 2020, 12, 223
DOI: 10.1038/s41557-020-0434-3

The First Structurally Characterized Aluminum Compounds with Terminal Acetylide Groups

Wenjun Zheng, Nadia C. Mösch-Zanetti, Herbert W. Roesky, Manuel Hewitt, Fanica Cimpoesu, Thomas R. Schneider, Andreas Stasch and Jörg Prust

Angewandte Chemie, 2000, 112, 3229
DOI: 10.1002/1521-3757(20000901)112:17<3229::AID-ANGE3229>3.0.CO;2-Y

Bismuth: Annual survey covering the year 1992

G.O. Doak and Leon D. Freedman

Journal of Organometallic Chemistry, 1994, 477, 31
DOI: 10.1016/0022-328X(94)88089-1

Synthesis and Properties of a Series of Phenylene-Bridged Bin-Bismuthanes

Yoshihiro Matano, Haruto Kurata, Toshihiro Murafuji, Nagao Azuma and Hitomi Suzuki

Organometallics, 1998, 17, 4049
DOI: 10.1021/om980411c

Insertion of Benzyne into a Bi–S Bond: A New Synthetic Route to ortho-Functionalized Bismuthanes and Its Application to the Synthesis of Dibenzothiophene

Jing Chen, Toshihiro Murafuji and Ryo Tsunashima

Organometallics, 2011, 30, 4532
DOI: 10.1021/om200228x

Development and Scale-Up of a New Sulfone-Based Bismacycle as a Universal Precursor for Bi(V)-Mediated Electrophilic Arylation

Andrew Fox and Liam T. Ball

Org. Process Res. Dev., 2024, 28, 632
DOI: 10.1021/acs.oprd.3c00509

Structural Characteristics of Aryloxybismuthanes Stabilized by Hypervalent Bond Formation. Synthesis, Incorporation of 4-Methoxyphenol through Hydrogen Bonding, and Crystal Supramolecularity

Toshihiro Murafuji, Masahiro Nagasue, Yoshihiro Tashiro, Yoshikazu Sugihara and Nagao Azuma

Organometallics, 2000, 19, 1003
DOI: 10.1021/om9908534

σ‐Accepting Properties of a Chlorobismuthine Ligand

Tzu‐Pin Lin, Iou‐Sheng Ke and François P. Gabbaï

Angewandte Chemie, 2012, 124, 5069
DOI: 10.1002/ange.201200854

C–H Bond Activation in a Molybdenumoxo-Bismuth Compound

Christina Knispel and Christian Limberg

Organometallics, 2011, 30, 3701
DOI: 10.1021/om2004223

Electrochemical Studies of the Cycloaddition Activity of Bismuth(III) Acetylides Towards Organic Azides Under Copper(I)-Catalyzed Conditions

Antonina L. Nazarova, Billal Zayat, Valery V. Fokin and Sri R. Narayan

Front. Chem., 2022, 10
DOI: 10.3389/fchem.2022.830237

Synthesis and Antifungal Activities of Pyridine Bioisosteres of a Bismuth Heterocycle Derived from Diphenyl Sulfone

Toshihiro Murafuji, A. F. M. Hafizur Rahman, Kazuki Yamashita, Masahiro Narita, Katsuya Ishiguro, Shin Kamijo, Isamu Miyakawa and Yuji Mikata

HETEROCYCLES, 2018, 96, 1037
DOI: 10.3987/COM-18-13876

A New Preparative Method of Aryl Sulfonate Esters by Using Cyclic Organobismuth Reagents

Teruaki Mukaiyama and Naoto Sakurai

HETEROCYCLES, 2007, 74, 771
DOI: 10.3987/COM-07-S(W)63

Preparation and Synthetic Applications of Trivalent Arylbismuth Compounds as Arylating Reagents. A Review

Sylvie Condon, Christophe Pichon and Michael Davi

Organic Preparations and Procedures International, 2014, 46, 89
DOI: 10.1080/00304948.2014.884369

High‐valent bismuth redox catalysis

Oriol Planas and Josep Cornella

Nachr Chem, 2021, 69, 79
DOI: 10.1002/nadc.20214116551

Cyclic Hydrocarbon Frameworks Containing Two Bismuth Atoms: Towards 9,10‐Dibismaanthracene

Dennis Rottschäfer, Sascha Reith, Johannes Schwarzmann, Frank Tambornino and Crispin Lichtenberg

Chemistry A European J, 2024, 30
DOI: 10.1002/chem.202303363

Mechanism of the Aryl–F Bond-Forming Step from Bi(V) Fluorides

Oriol Planas, Vytautas Peciukenas, Markus Leutzsch, Nils Nöthling, Dimitrios A. Pantazis and Josep Cornella

J. Am. Chem. Soc., 2022, 144, 14489
DOI: 10.1021/jacs.2c01072

Copper(I)‐Catalyzed Cycloaddition of Bismuth(III) Acetylides with Organic Azides: Synthesis of Stable Triazole Anion Equivalents

Brady T. Worrell, Shelby P. Ellery and Valery V. Fokin

Angew Chem Int Ed, 2013, 52, 13037
DOI: 10.1002/anie.201306192

The dihedral angle in the phenoxarsine system. The structure of two planar phenoxarsin-10-yl-dialkyldithiophosphinates and their relation with the secondary interactions

R. Cea-Olivares, J.G. Alvarado-Rodríguez, G. Espinosa-Pérez and S. Hernández-Ortega

Inorganica Chimica Acta, 1997, 255, 319
DOI: 10.1016/S0020-1693(96)05382-0

A Phosphane‐Free, Atom‐Efficient Cross‐Coupling Reaction of Triarylbismuths with Acyl Chlorides Catalyzed by MCM‐41‐Immobilized Palladium Complex

Hong Zhao, Lin Yin and Mingzhong Cai

Eur J Org Chem, 2013, 2013, 1337
DOI: 10.1002/ejoc.201201432

Structural Chemistry of Bismuth Compounds. I. Organobismuth Derivatives

Cristian Silvestru, Hans Joachim Breunig and Henrik Althaus

Chem. Rev., 1999, 99, 3277
DOI: 10.1021/cr980083q

Minutes Synthesis of 1,4,5‐Trisubstituted 5‐Dialkylamino‐1,2,3‐triazoles by 1‐Copper(I)‐Alkyne Controlled Tandem Process

Bo Wang, Nan Liu, Wenwen Chen, Dayun Huang, Xinyan Wang and Yuefei Hu

Adv Synth Catal, 2015, 357, 401
DOI: 10.1002/adsc.201400471

Hypervalent Organoantimony Compound 12-Aryltetrahydrodibenz[c,f][1,5]azastibocine: New Transmetallating Agent for Palladium-Catalyzed Arylation of Organic Halides

Jyoji Kurita and Naoki Kakusawa

HETEROCYCLES, 2006, 68, 1335
DOI: 10.3987/COM-05-10590

Copper(I)‐Catalyzed Cycloaddition of Bismuth(III) Acetylides with Organic Azides: Synthesis of Stable Triazole Anion Equivalents

Brady T. Worrell, Shelby P. Ellery and Valery V. Fokin

Angewandte Chemie, 2013, 125, 13275
DOI: 10.1002/ange.201306192

Synthesis of Highly Functionalized Bismacycles via Post-Transmetallation Modification of Arylboronic Acids

Sudheesh T. Sivanandan, Benjamin Owen, Patrick J. Guiry and Liam T. Ball

J. Org. Chem., 2023, 88, 9730
DOI: 10.1021/acs.joc.3c00361

A atom-efficient cross-coupling reaction of aryl iodides with triarylbismuths catalyzed by immobilization of palladium(II)-Schiff base complex in MCM-41

Caifeng Xu, Lin Yin, Bin Huang, Haiyi Liu and Mingzhong Cai

Tetrahedron, 2016, 72, 2065
DOI: 10.1016/j.tet.2016.01.052