Planar bismuth triamides: a tunable platform for main group Lewis acidity and polymerization catalysis

Hannah, Tyler; McCarvell, W. Michael; Kirsch, Tamina; Bedard, Joseph; Hynes, Toren; Mayho, Jacqueline; Bamford, Karlee L.; Vos, Cyler W.; Kozak, Christopher M.; George, Tanner; Masuda, Jason D.; Chitnis, Saurabh S.

doi:10.1039/d3sc00917c

“…31). 224 Depending on the substituents these complexes display tuneable Lewis acidity, with the strongest bearing Lewis acidity comparable to that of fluorinated triarylboranes. Additionally, these planar bismuth complexes were capable of initiating the polymerization of lactones to produce polymers with high molecular weights and excellent dispersity.…”

Section: Compounds With a Group 15 Central Elementmentioning

confidence: 99%

“…Additionally, these planar bismuth complexes were capable of initiating the polymerization of lactones to produce polymers with high molecular weights and excellent dispersity. 224…”

Section: Compounds With a Group 15 Central Elementmentioning

confidence: 99%

Ligand-enforced geometric constraints and associated reactivity in p-block compounds

Hannah,

Chitnis

2024

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“…The authors highlight the importance of the counteranion in the process (SbF 6 >PF 6 ≫BF 4 ). In 2023, Chitnis and co‐workers showed that Bi(III) complexes supported by an N,N,N trianionic ligand are active in the ring‐opening polymerization of cyclic esters such as ϵ‐caprolactone and rac ‐lactide, although the mechanism of activation was not investigated in detail [137] …”

Section: Bismuth Radical Catalysismentioning

confidence: 99%

“…In 2023, Chitnis and co-workers showed that Bi(III) complexes supported by an N,N,N trianionic ligand are active in the ring-opening polymerization of cyclic esters such as ɛ-caprolactone and rac-lactide, although the mechanism of activation was not investigated in detail. [137] Scheme 23. Oxidative addition of aryl electrophiles into a red-lightactive bismuthinidene.…”

Section: Polymerization Reactionsmentioning

confidence: 99%

Bismuth in Radical Chemistry and Catalysis

Mato,

Cornella

2023

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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‐radical species has only been established in recent decades. These advancements led to the emergence of the field of bismuth radical chemistry, mirroring the progress seen for other main‐group elements. The seminal and fundamental studies in this area have ultimately paved the way for the development of catalytic methodologies involving bismuth‐radical intermediates, a promising approach that remains largely untapped in the broad landscape of synthetic organic chemistry. In this review, we delve into the milestones that eventually led to the present state‐of‐the‐art in the field of radical bismuth chemistry. Our focus aims at outlining the intrinsic discoveries in fundamental inorganic/organometallic chemistry and contextualizing their practical applications in organic synthesis and catalysis.

show abstract

“…In 2023, Chitnis and co-workers showed that Bi(III) complexes supported by an N,N,N trianionic ligand are active in the ring-opening polymerization of cyclic esters such as ɛ-caprolactone and rac-lactide, although the mechanism of activation was not investigated in detail. [137]…”

Section: Polymerization Reactionsmentioning

confidence: 99%

Bismuth in Radical Chemistry and Catalysis

Mato,

Cornella

2023

Angewandte Chemie

0

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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‐radical species has only been established in recent decades. These advancements led to the emergence of the field of bismuth radical chemistry, mirroring the progress seen for other main‐group elements. The seminal and fundamental studies in this area have ultimately paved the way for the development of catalytic methodologies involving bismuth‐radical intermediates, a promising approach that remains largely untapped in the broad landscape of synthetic organic chemistry. In this review, we delve into the milestones that eventually led to the present state‐of‐the‐art in the field of radical bismuth chemistry. Our focus aims at outlining the intrinsic discoveries in fundamental inorganic/organometallic chemistry and contextualizing their practical applications in organic synthesis and catalysis.

show abstract

Planar bismuth triamides: a tunable platform for main group Lewis acidity and polymerization catalysis

Abstract: Planar bismuth compounds exhibit tunable Lewis acidity and high catalytic activity for lactone polymerization.

Cited by 7 publications

References 97 publications

Ligand-enforced geometric constraints and associated reactivity in p-block compounds

Ligand-enforced geometric constraints and associated reactivity in p-block compounds

Bismuth in Radical Chemistry and Catalysis

Bismuth in Radical Chemistry and Catalysis

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