☆ 4.7 Article

Incorporation of a boryl pendant as the trigger in a methacrylate polymer for backbone degradation

CHEMICAL COMMUNICATIONS (2022)

Related references

Note: Only part of the references are listed.

Review Chemistry, Applied

Uncovering the Potential of Boronic Acid and Derivatives as Radical Source in Photo(electro)chemical Reactions

Serena Pillitteri et al.

Summary: The chemistry of boron compounds has been extensively studied and applied in synthetic and biologically active molecules. The advent of photoredox catalysis has led to a surge in the discovery of suitable radical precursors, with boron playing a prominent role. However, the use of boronic acids and esters in photocatalyzed reactions has received less attention, and methods to enable their involvement have only recently been developed. Nonetheless, this review summarizes novel strategies to unlock their potential as radical precursors in photochemical reactions by exploiting their intrinsic chemical properties.

ADVANCED SYNTHESIS & CATALYSIS (2022)

Add to Collection

Article Polymer Science

Backbone Degradation of Polymethacrylates via Metal-Free Ambient-Temperature Photoinduced Single-Electron Transfer

John B. Garrison et al.

Summary: Polymeric materials with all-carbon backbones are widely used in modern society due to their low cost, high strength, and exceptional physical properties. However, the relative chemical inertness of the carbon-carbon bonds in their main chains hinders their degradation. In this study, a photocatalytic strategy is proposed to cleave the carbon-based polymer backbones. By incorporating a small amount of a redox-active comonomer, the polymer molecular weight can be significantly reduced upon exposure to light. This approach enables the degradation of polymers with all-carbon backbones at ambient temperature without the need for metal catalysts.

ACS MACRO LETTERS (2022)

Add to Collection

Article Polymer Science

Interlocking degradation of vinyl polymers via main-chain C-C bonds scission by introducing pendant-responsive comonomers

Sota Yamamoto et al.

Summary: In this study, novel pendant-responsive comonomers with a carbon-halogen bond were designed and copolymerized with vinyl monomers to enable facile degradation of the C-C backbone. Interlocking degradation was induced, which generated side-chain radical upon trigger, provided main-chain radical via intramolecular 1,5-shift, and caused main-chain cleavage via beta-scission.

JOURNAL OF POLYMER SCIENCE (2022)

Add to Collection

Article Chemistry, Multidisciplinary

Backbone-Photodegradable Polymers by Incorporating Acylsilane Monomers via Ring-Opening Metathesis Polymerization

Banruo Huang et al.

Summary: In this study, copolymers synthesized via ROMP were reported to degrade under irradiation in both solution and solid state to generate low-molecular-weight fragments. This work represents the first instance of incorporating acylsilanes into a polymer backbone.

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY (2021)

Add to Collection

Article Polymer Science

Metal-Catalyzed Switching Degradation of Vinyl Polymers via Introduction of an In-Chain Carbon-Halogen Bond as the Trigger

Taichi Kimura et al.

Summary: In this study, switching degradation of vinyl polymers with a carbon-carbon bonded backbone was achieved by introducing methyl alpha-chloroacrylate as the comonomer in the radical polymerization of methyl methacrylate. A metal catalyst activated an in-chain trigger, leading to gradual decrease in molecular weight of the polymer over time. The switching feature was confirmed through control experiments.

ACS MACRO LETTERS (2021)

Add to Collection

Article Polymer Science

RAFT polymerization of isopropenyl boronate pinacol ester and subsequent terminal olefination: precise synthesis of poly(alkenyl boronate)s and evaluation of their thermal properties

Tomoaki Kanazawa et al.

Summary: This study investigated the application of various types of CTAs in the synthesis of IPBpin through RAFT polymerization, finding that CTAs suitable for conjugated monomers were more compatible than those for nonconjugated monomers, likely due to moderate stabilization of the growing radical by boron. This trend was supported by calculations based on density functional theory, and the CTA-derived group at the omega-terminus of the obtained poly(IPBpin) was quantitatively converted into olefin under cobalt catalysis for improved stability, allowing evaluation of its well-defined structure by MALDI-TOF-MS and thermal properties by DSC.

POLYMER JOURNAL (2021)

Add to Collection

Review Polymer Science

Degradable polymers via olefin metathesis polymerization

Hao Sun et al.

Summary: The development of degradable polymers via olefin metathesis polymerization has attracted significant attention in recent years. This versatile method allows for the incorporation of diverse degradable moieties into monomers and the synthesis of a wide range of degradable polymers. Emphasis is placed on exploring different olefin metathesis polymerization strategies and the control of polymerization reactions.

PROGRESS IN POLYMER SCIENCE (2021)

Add to Collection

Article Polymer Science

Backbone-Degradable Polymers via Radical Copolymerizations of Pentafluorophenyl Methacrylate with Cyclic Ketene Acetal: Pendant Modification and Efficient Degradation by Alternating-Rich Sequence

Haiwang Lai et al.

Summary: This study focuses on the synthesis of backbone-degradable polymers through radical copolymerization, achieving a specific structure through controlled reactions and functionalization of the resulting copolymer by alcoholysis or aminolysis transformations. By adding an excess of a certain monomer to obtain a specific sequence of the copolymer, and carrying out degradation reactions under different conditions, the influence of special structures on polymer properties have been verified.

ACS MACRO LETTERS (2021)

Add to Collection

Article Polymer Science

Elucidating Monomer Character of an Alkenyl Boronate through Radical Copolymerization Leads to Copolymer Synthesis beyond the Limitation of Copolymerizability by Side-Chain Replacement

Hiroshi Makino et al.

ACS MACRO LETTERS (2020)

Add to Collection

Article Chemistry, Multidisciplinary

An Alkenyl Boronate as a Monomer for Radical Polymerizations: Boron as a Guide for Chain Growth and as a Replaceable Side Chain for Post-Polymerization Transformation

Tsuyoshi Nishikawa et al.

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION (2019)

Add to Collection

Article Chemistry, Multidisciplinary

Tailored silyl ether monomers enable backbone-degradable polynorbornene-based linear, bottlebrush and star copolymers through ROMP

Peyton Shieh et al.

NATURE CHEMISTRY (2019)

Add to Collection

Article Multidisciplinary Sciences

Radical-polar crossover reactions of vinylboron ate complexes

Marvin Kischkewitz et al.

SCIENCE (2017)

Add to Collection

Article Chemistry, Multidisciplinary

Stereospecific functionalizations and transformations of secondary and tertiary boronic esters

Christopher Sandford et al.

CHEMICAL COMMUNICATIONS (2017)

Add to Collection

Review Chemistry, Multidisciplinary

Radical Ring-Opening Polymerization: Scope, Limitations, and Application to (Bio)Degradable Materials

Antoine Tardy et al.

CHEMICAL REVIEWS (2017)

Add to Collection

Review Chemistry, Multidisciplinary

Lithiation-Borylation Methodology and Its Application in Synthesis

Daniele Leonori et al.

ACCOUNTS OF CHEMICAL RESEARCH (2014)

Add to Collection

Article Chemistry, Multidisciplinary

Synthesis of hydroxyphthioceranic acid using a traceless lithiation-borylation-protodeboronation strategy

Ramesh Rasappan et al.

NATURE CHEMISTRY (2014)

Add to Collection

Article Multidisciplinary Sciences

Single-electron transmetalation in organoboron cross-coupling by photoredox/nickel dual catalysis

John C. Tellis et al.

SCIENCE (2014)

Add to Collection

Article Chemistry, Multidisciplinary

Manganese(II) Semiquinonato and Manganese(III) Catecholato Complexes with Tridentate Ligand: Modeling the Substrate-Binding State of Manganese-Dependent Catechol Dioxygenase and Reactivity with Molecular Oxygen

Hidehito Komatsuzaki et al.

CHEMISTRY-AN ASIAN JOURNAL (2013)

Add to Collection

Article Chemistry, Inorganic & Nuclear

Aerobic catechol oxidation catalyzed by a bis(μ-oxo)dimanganese(III,III) complex via a manganese(II)-semiquinonate complex

Y Hitomi et al.

INORGANIC CHEMISTRY (2005)

Add to Collection

Article Chemistry, Inorganic & Nuclear

Mononuclear manganese(III) catechol compounds as substrate adduct complexes for manganese-substituted intradiol cleaving catechol dioxygenases

N Reddig et al.

INORGANICA CHIMICA ACTA (2004)

Add to Collection

© Peeref 2019-2024. All rights reserved.