Exovinylene Cyclic Carbonates: Multifaceted CO<sub>2</sub>‐Based Building Blocks for Modern Chemistry and Polymer Science

Tounzoua, Charlène Ngassam; Grignard, Bruno; Detrembleur, Christophe

doi:10.1002/ange.202116066

Cited by 5 publications

(1 citation statement)

References 181 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The group of Detrembleur in collaboration with colleagues reported the use of two α‐alkylidene based dicarbonates (Scheme 10, compounds 32 and 33 ) as highly reactive precursors for ring‐opening chemistry leading to a variety of polymers [ 48‐49 ] (Scheme 11). Dicarbonate 32 was prepared from simple α‐alkylidene carbonate 30 using a Heck‐type coupling with 1,4‐diiodo‐benzene affording the target bis‐5MCC 32 in 30% yield.…”

Section: Polyurethane Formation From Cyclic Carbonatesmentioning

confidence: 99%

Recent Advances in the Synthesis and Polymerization of New CO₂‐Based Cyclic^†

Lanzi,

Kleij

2023

Chin. J. Chem.

View full text Add to dashboard Cite

Comprehensive SummaryCarbon dioxide can be converted into functional heterocycles known as cyclic carbonates, whose recent reactivity has been expanded towards the formation of tailor‐made engineering polymers. This minireview gives an overview of the most topical developments in this area with a special focus on the synthetic methods employed to prepare these CO2 based synthons. In addition, their application potential in the area of polymer science using a variety of polymerization techniques is discussed that have in common the ring‐opening of the carbonate monomers. Future perspectives are provided that provide impetus for the scientific communities aligning research to the use of sustainable processes for polymers from recyclable carbon sources such as CO2.This article is protected by copyright. All rights reserved.

show abstract

Section: Polyurethane Formation From Cyclic Carbonatesmentioning

confidence: 99%

Recent Advances in the Synthesis and Polymerization of New CO₂‐Based Cyclic^†

Lanzi,

Kleij

2023

Chin. J. Chem.

View full text Add to dashboard Cite

show abstract

Construction of Polymers with Highly Dispersed Reactive Phases and Open Pores for Catalyzing the Efficient Synthesis of CO₂ to α‐Methylene Cyclic Carbonates

Guo,

Yang,

Zhang

et al. 2024

Asian J Org Chem

View full text Add to dashboard Cite

Selective capture of carbon dioxide as a C1 feedstock for the preparation of high‐value chemicals has been recognised as an important way to mitigate the crisis. In this work, a new heterogeneous catalyst, Cu@CP‐PII, was developed through the rational construction of an open‐pore organic skeleton, which is easy to synthesise and highly efficient. With the synergistic effect between the high CO2 affinity of the porous skeleton and the highly dispersed Cu(I) sites of the activated alkynes, it can be used for the efficient preparation of α‐methylene cyclic carbonates at ambient temperature and pressure. The structure and morphology were exhaustively characterised by Solid State 13C‐NMR, FT‐IR, XPS, TEM and N2 adsorption‐desorption tests, and this catalyst possessed a high surface area of 273.7 m2⸳g‐1 and uniformly dispersion of CuI. To test its catalytic activity, Cu@CP‐PII in an amount of only 0.4 mol% was used as a catalyst for the carboxylative cyclization reaction of propargylic alcohols with CO2, which resulted in substrate conversions up to 100% and yields greater than 99%. In addition, controlled experiments and mechanistic elucidation confirmed that anhydrous and low temperatures are necessary to achieve high selective control of the target product α‐methylene cyclic carbonates.

show abstract

Silver‐Mediated Cascade Synthesis of Functionalized 1,4‐Dihydro‐2H‐benzo‐1,3‐oxazin‐2‐ones from Carbon Dioxide

Benet‐Buchholz

Escudero‐Adán

et al. 2023

Angewandte Chemie

View full text Add to dashboard Cite

A conceptually novel catalytic domino approach is presented for the synthesis of highly functional 1,4‐dihydro‐2H‐1,3‐benzoxazine‐2‐one derivatives. Key to the chemoselectivity is a proper design of the precursor to override thermodynamically favored parasitic cyclization processes and empower the formation of the desired product through Thorpe–Ingold effects. The synthetic diversity of these CO2‐based heterocycles is further demonstrated, and the isolation of a reaction intermediate supports an unusual ring‐expansion sequence from an α‐alkylidene, five‐membered cyclic carbonate to a six‐membered cyclic carbamate by N‐induced isomerization.

show abstract

Exovinylene Cyclic Carbonates: Multifaceted CO₂‐Based Building Blocks for Modern Chemistry and Polymer Science

Cited by 5 publications

References 181 publications

Recent Advances in the Synthesis and Polymerization of New CO₂‐Based Cyclic^†

Recent Advances in the Synthesis and Polymerization of New CO₂‐Based Cyclic^†

Construction of Polymers with Highly Dispersed Reactive Phases and Open Pores for Catalyzing the Efficient Synthesis of CO₂ to α‐Methylene Cyclic Carbonates

Silver‐Mediated Cascade Synthesis of Functionalized 1,4‐Dihydro‐2H‐benzo‐1,3‐oxazin‐2‐ones from Carbon Dioxide

Contact Info

Product

Resources

About

Exovinylene Cyclic Carbonates: Multifaceted CO2‐Based Building Blocks for Modern Chemistry and Polymer Science

Cited by 5 publications

References 181 publications

Recent Advances in the Synthesis and Polymerization of New CO2‐Based Cyclic†

Recent Advances in the Synthesis and Polymerization of New CO2‐Based Cyclic†

Construction of Polymers with Highly Dispersed Reactive Phases and Open Pores for Catalyzing the Efficient Synthesis of CO2 to α‐Methylene Cyclic Carbonates

Silver‐Mediated Cascade Synthesis of Functionalized 1,4‐Dihydro‐2H‐benzo‐1,3‐oxazin‐2‐ones from Carbon Dioxide

Contact Info

Product

Resources

About

Exovinylene Cyclic Carbonates: Multifaceted CO₂‐Based Building Blocks for Modern Chemistry and Polymer Science

Recent Advances in the Synthesis and Polymerization of New CO₂‐Based Cyclic^†

Recent Advances in the Synthesis and Polymerization of New CO₂‐Based Cyclic^†

Construction of Polymers with Highly Dispersed Reactive Phases and Open Pores for Catalyzing the Efficient Synthesis of CO₂ to α‐Methylene Cyclic Carbonates