Functional α,ω-dienes via thiol-Michael chemistry: synthesis, oxidative protection, acyclic diene metathesis (ADMET) polymerization and radical thiol–ene modification

文献情報

出版日 2014-07-16

DOI 10.1039/C4PY00783B

インパクトファクター 5.582

著者

Taylor W. Gaines, Kenneth B. Wagener, Robert P. Burford, Andrew B. Lowe

原文を見る

要旨

The synthesis of the novel α,ω-diene 2-(undec-10-en-1-yl)tridec-12-en-1-yl acrylate is described. Thiol-Michael coupling of this substrate followed by chemoselective oxidation of the thioether moiety with triazotriphosphorine tetrachloride (TAPC) furnished a suite of functional and symmetrical ADMET-active monomers in a quick and convenient manner. Polymerization of these adducts with Grubbs 1st generation catalyst (RuCl2(PCy3)2CHPh) was demonstrated to high conversion, and quantitative radical initiated thiol–ene modification of the backbone CC bonds was performed to impart additional functionality to each ADMET polymer. These reactions highlight the compatibility of thiol-based click chemistries for the preparation and post-modification of functional ADMET materials.

掲載誌

Polymer Chemistry

CiteScore: 8.6

自己引用率: 7.3%

年間論文数: 457

Polymer Chemistry welcomes submissions in all areas of polymer science that have a strong focus on macromolecular chemistry. Manuscripts may cover a broad range of fields, yet no direct application focus is required.

Functional α,ω-dienes via thiol-Michael chemistry: synthesis, oxidative protection, acyclic diene metathesis (ADMET) polymerization and radical thiol–ene modification

文献情報

おすすめジャーナル

関連文献

Catalytic amounts of sodium hydroxide as additives for iron-mediated AGET ATRP of MMA

Back cover

Design and synthesis of thermo-responsive hyperbranched poly(amine-ester)s as acid-sensitive drug carriers

Pepsin-inspired polyurethanes containing a tyrosine–fumaric acid–tyrosine segment

Construction of mixed micelle with cross-linked core and dual responsive shells

Targeted delivery of doxorubicin into cancer cells using a folic acid–dendrimer conjugate

Emerging investigators

Sequential self-repetitive reaction toward wholly aromatic polyimides with highly stable optical nonlinearity

Multi-end functionalised polymer additives synthesised by living anionic polymerisation—the impact of additive molecular structure upon surface properties

Aliphatic polycarbonates and poly(ester carbonate)s from fatty acid derived monomers

こちらもおすすめ

間溴苯甲酰腈の市場動向や研究トレンドはどうですか？

去磺基萝卜硫苷とは何ですか？

Methyl 2-amino-5-(trifluoromethyl)benzoateに適用される法規ガイドラインは何ですか？

3-ブロモ-1,3,4,5-四水化-2H-1-ベンザアゼピン-2-オンは安全ですか？

三氟甲基ピリジン-2-甲アミン塩酸塩は安全ですか？

1-エチル-4-(4-硝基フェニル)ピペリジンは安全ですか？

1,1-ジメトキシプロパン-2-オンは安全ですか？

コバルト(II) 3,3'-{[(1S,2S)-1,2-ジメチルフENCYCLICALE-1,2-エチエンジイル]ビス[ニトロリルメチルイリデン]}ビス[4-オキソ-2-ペンテン-2-olate]について「に適用される法規ガイドラインは何ですか？

「カーバミル酸, N-[8-[[2-[[2-(2,6-ジオキソ-3-ピペリジニル)-2,3-ジオキソ-1,3-ジヒドロ-1H-イソイソインドール-4-イルオキシ]アセチル]アミノ]オクチル]-1,1-ジメチレチルエステル」はどのように保存すればよいですか？

FMoc-D-4-Aph(tBu-CbM)-OHはどのように保存すればよいですか？

掲載誌

Polymer Chemistry

おすすめ化合物

4-Cyclohexene-1,2-dicarboxylic acid, 1,2-dimethyl ester, (1R,2R)-rel-

2,6-Bis(dodecyloxy)benzaldehyde

Aztreonam USP Related Compound A (Open-ring Aztreonam)

(2E)-4-[(1R,2S,8R,19S,21R)-14-Hydroxy-11-isopropenyl-8,23,23-trimethyl-5-(3-methyl-2-buten-1-yl)-16,20-dioxo-3,7,22-trioxaheptacyclo[17.4.1.1~8,12~.0~2,17~.0~2,21~.0~4,15~.0~6,13~]pentacosa-4(15),5,13 ,17-tetraen-21-yl]-2-methyl-2-butenoic acid

ChloroSofosbuvir

おすすめサプライヤー