A Simple Protocol from Benzalacetones to 1,1,1‐Trifluoro‐2,5‐diketones and 2‐(Trifluoromethyl)furans by Reductive Trifluoroacetylation

Zhang, Tianyuan; Xie, Chunchao; Sakata, Hiroto; Nakajima, Konomi; Shimoyama, Tatsuya; Watanabe, Tomohiro; Maekawa, Hirofumi

doi:10.1002/ejoc.202000160

Cited by 6 publications

(1 citation statement)

References 55 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…Based on the derived Mie intensity for every size of the PS beads in Figure 1e, the RIs determined for these four sizes of PS beads were 1.594, 1.587, 1.570, and 1.591, respectively. Thus, the measured RI was 1.586 ± 0.010 (Figure 1f), which agreed well with the literature reported 1.5983 36 and 1.5956, 37 confirming the accuracy of the as-proposed method for RI determination of NPs with known diameter. RI Determination of Viral Particles.…”

Section: ■ Results and Discussionsupporting

confidence: 89%

Refractive Index Determination of Individual Viruses and Small Extracellular Vesicles in Aqueous Media Using Nano-Flow Cytometry

et al. 2022

View full text Add to dashboard Cite

The refractive index (RI) is a fundamental physical property of materials. Although measurement of the RI of biological nanoparticles (BNPs) in aqueous media is of great importance to basic research and biomedical applications, it is hampered by their tiny size, large intrinsic heterogeneity, and weak scattering. Here, we report the development of a label-free technique that can determine the RI of individual viruses and small extracellular vesicles (sEVs) with high precision and an analysis rate up to 10 000 particles per minute. This was achieved via the combination of high-sensitivity light-scattering detection by nanoflow cytometry (nFCM) and the Mie theory calculation. With the measured RIs for T7 virions, T7 capsids, and sEVs, the concentrations of nucleic acid in viral particles and protein in the lumen of sEVs were estimated. Furthermore, building upon a simplified core–shell model, the RIs of sEVs ranging from 40 to 200 nm were obtained. By using these RIs, a statistically robust size distribution of sEVs was acquired in minutes with accuracy and resolution matched closely with those of cryo-TEM measurements. Our approach could become an important tool in the RI determination of single BNPs.

show abstract

Section: ■ Results and Discussionsupporting

confidence: 89%

Refractive Index Determination of Individual Viruses and Small Extracellular Vesicles in Aqueous Media Using Nano-Flow Cytometry

et al. 2022

View full text Add to dashboard Cite

show abstract

Ketyl Radical Anion Mediated Radical Polymerization and Anionic Ring‐Opening Polymerization to Give Polymers with Low Molecular Weight Distribution

Chen

et al. 2023

Angewandte Chemie

View full text Add to dashboard Cite

The development of novel polymerization capable of yielding polymers with low molecular weight distribution (Đ) is essential and significant in polymer chemistry, where monofunctional initiator contains only one initiation site in these polymerizations generally. Here, ketyl radical anion species is introduced to develop a novel Ketyl Mediated Polymerization (KMP), which enables radical polymerization at carbon radical site and anionic ring-opening polymerization at oxygen anion site, respectively. Meanwhile, polymerization and corresponding organic synthesis generally couldn't be performed simultaneously in one pot. Through KMP, organic synthesis and polymerization are achieved in one pot, where small molecules (cyclopentane derivates) and polymers with low Đ are successfully prepared under mild condition simultaneously. At the initiation step, both organic synthesis and polymerization are initiated by single electron transfer reaction with ketyl radical anion formation. Cyclopentane derivates are synthesized through 3-3 coupling reaction and cyclization. Polystyrene and polycaprolactone with low Đ and a full monomer conversion are prepared by KMP via radical polymerization and anionic ring-opening polymerization, respectively. This work therefore enables both organic synthesis and two different polymerizations from same initiation system, which saves time, labour, resource and energy and expands the reaction mode and method libraries of organic chemistry and polymer chemistry.

show abstract

Ketyl Radical Anion Mediated Radical Polymerization and Anionic Ring‐Opening Polymerization to Give Polymers with Low Molecular Weight Distribution

Chen

et al. 2023

Angew Chem Int Ed

View full text Add to dashboard Cite

The development of novel polymerization capable of yielding polymers with low molecular weight distribution (Đ) is essential and significant in polymer chemistry, where monofunctional initiator contains only one initiation site in these polymerizations generally. Here, ketyl radical anion species is introduced to develop a novel Ketyl Mediated Polymerization (KMP), which enables radical polymerization at carbon radical site and anionic ring‐opening polymerization at oxygen anion site, respectively. Meanwhile, polymerization and corresponding organic synthesis generally couldn't be performed simultaneously in one pot. Through KMP, organic synthesis and polymerization are achieved in one pot, where small molecules (cyclopentane derivates) and polymers with low Đ are successfully prepared under mild condition simultaneously. At the initiation step, both organic synthesis and polymerization are initiated by single electron transfer reaction with ketyl radical anion formation. Cyclopentane derivates are synthesized through 3–3 coupling reaction and cyclization. Polystyrene and polycaprolactone with low Đ and a full monomer conversion are prepared by KMP via radical polymerization and anionic ring‐opening polymerization, respectively. This work therefore enables both organic synthesis and two different polymerizations from same initiation system, which saves time, labour, resource and energy and expands the reaction mode and method libraries of organic chemistry and polymer chemistry.

show abstract

A Simple Protocol from Benzalacetones to 1,1,1‐Trifluoro‐2,5‐diketones and 2‐(Trifluoromethyl)furans by Reductive Trifluoroacetylation

Abstract: A simple two-step access to 1,1,1-trifluoro-2,5-diketones and 2-(trifluoromethyl)furans was developed through magnesium-promoted reductive trifluoroacetylation of benzalacetones and acid-facilitated deacetalization. Two types of tri- [a]

Cited by 6 publications

References 55 publications

Refractive Index Determination of Individual Viruses and Small Extracellular Vesicles in Aqueous Media Using Nano-Flow Cytometry

Refractive Index Determination of Individual Viruses and Small Extracellular Vesicles in Aqueous Media Using Nano-Flow Cytometry

Ketyl Radical Anion Mediated Radical Polymerization and Anionic Ring‐Opening Polymerization to Give Polymers with Low Molecular Weight Distribution

Ketyl Radical Anion Mediated Radical Polymerization and Anionic Ring‐Opening Polymerization to Give Polymers with Low Molecular Weight Distribution

Contact Info

Product

Resources

About