Bismuth in radical chemistry and catalysis

M Mato, J Cornella - Angewandte Chemie International Edition, 2024 - Wiley Online Library
Whereas indications of radical reactivity in bismuth compounds can be traced back to the
19th century, the preparation and characterization of both transient and persistent bismuth …

Bismuth redox catalysis: an emerging main-group platform for organic synthesis

HW Moon, J Cornella - ACS catalysis, 2022 - ACS Publications
Bismuth has recently been shown to be able to maneuver between different oxidation states,
enabling access to unique redox cycles that can be harnessed in the context of organic …

Main group redox catalysis of organopnictogens: vertical periodic trends and emerging opportunities in group 15

JM Lipshultz, G Li, AT Radosevich - Journal of the American …, 2021 - ACS Publications
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 …

Oxidative addition of aryl electrophiles into a red-light-active bismuthinidene

M Mato, PC Bruzzese, F Takahashi… - Journal of the …, 2023 - ACS Publications
The oxidative addition of aryl electrophiles is a fundamental organometallic reaction widely
applied in the field of transition metal chemistry and catalysis. However, the analogous …

Bi-Catalyzed Trifluoromethylation of C(sp2)–H Bonds under Light

T Tsuruta, D Spinnato, HW Moon… - Journal of the …, 2023 - ACS Publications
We disclose a Bi-catalyzed C–H trifluoromethylation of (hetero) arenes using CF3SO2Cl
under light irradiation. The catalytic method permits the direct functionalization of various …

Catalysis with diboron (4)/pyridine: application to the broad-scope [3+ 2] cycloaddition of cyclopropanes and alkenes

Z Ding, Z Liu, Z Wang, T Yu, M Xu, J Wen… - Journal of the …, 2022 - ACS Publications
In contrast to the extensive but non-recyclable use of tetraalkoxydiboron (4) compounds as
stoichiometric reagents in diverse reactions, this article reports an atom-economical reaction …

Redox-neutral organometallic elementary steps at bismuth: catalytic synthesis of aryl sulfonyl fluorides

M Magre, J Cornella - Journal of the American Chemical Society, 2021 - ACS Publications
A Bi-catalyzed synthesis of sulfonyl fluorides from the corresponding (hetero) aryl boronic
acids is presented. We demonstrate that the organobismuth (III) catalysts bearing a bis-aryl …

Catalytic Activation of N2O at a Low-Valent Bismuth Redox Platform

Y Pang, M Leutzsch, N Nöthling… - Journal of the American …, 2020 - ACS Publications
Herein we present the catalytic activation of N2O at a BiI⇄ BiIII redox platform. The activation
of such a kinetically inert molecule was achieved by the use of bismuthinidene catalysts …

Catalytic hydrodefluorination via oxidative addition, ligand metathesis, and reductive elimination at Bi (I)/Bi (III) centers

Y Pang, M Leutzsch, N Nöthling… - Journal of the …, 2021 - ACS Publications
Herein, we report a hydrodefluorination reaction of polyfluoroarenes catalyzed by
bismuthinidenes, Phebox-Bi (I) and OMe-Phebox-Bi (I). Mechanistic studies on the …

Bismuth radical catalysis in the activation and coupling of redox-active electrophiles

M Mato, D Spinnato, M Leutzsch, HW Moon… - Nature Chemistry, 2023 - nature.com
Radical cross-coupling reactions represent a revolutionary tool to make C (sp 3)–C and C
(sp 3)–heteroatom bonds by means of transition metals and photoredox or electrochemical …