• 文献检索
  • 文档翻译
  • 深度研究
  • 学术资讯
  • Suppr Zotero 插件Zotero 插件
  • 邀请有礼
  • 套餐&价格
  • 历史记录
应用&插件
Suppr Zotero 插件Zotero 插件浏览器插件Mac 客户端Windows 客户端微信小程序
定价
高级版会员购买积分包购买API积分包
服务
文献检索文档翻译深度研究API 文档MCP 服务
关于我们
关于 Suppr公司介绍联系我们用户协议隐私条款
关注我们

Suppr 超能文献

核心技术专利:CN118964589B侵权必究
粤ICP备2023148730 号-1Suppr @ 2026

文献检索

告别复杂PubMed语法,用中文像聊天一样搜索,搜遍4000万医学文献。AI智能推荐,让科研检索更轻松。

立即免费搜索

文件翻译

保留排版,准确专业,支持PDF/Word/PPT等文件格式,支持 12+语言互译。

免费翻译文档

深度研究

AI帮你快速写综述,25分钟生成高质量综述,智能提取关键信息,辅助科研写作。

立即免费体验

空气-水界面 对三取代烯烃单重态氧氧化区域选择性的影响

Air-Water Interface Effects on the Regioselectivity of Singlet Oxygenations of a Trisubstituted Alkene.

作者信息

Malek Belaid, Ghogare Ashwini A, Choudhury Rajib, Greer Alexander

机构信息

Department of Chemistry and Graduate Center, City University of New York-Brooklyn College, Brooklyn, New York 11210, United States.

出版信息

Tetrahedron Lett. 2015 Jul 22;56(30):4505-4508. doi: 10.1016/j.tetlet.2015.05.111.

DOI:10.1016/j.tetlet.2015.05.111
PMID:27092011
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC4832427/
Abstract

The regioselective synthesis of allylic hydroperoxide sulfonates by singlet oxygenation at the air-water interface has been found to depend on the concentration of the alkene sulfonate and added calcium salt. The regioselectivity is proposed to originate from an orthogonal alkene relative to the water surface for preferential methyl hydrogen abstraction by airborne singlet oxygen in an ene reaction. The findings hint that the air-water interface is a locale for synthetic reactions.

摘要

通过在空气-水界面进行单线态氧氧化反应区域选择性合成烯丙基氢过氧化物磺酸盐,已发现这取决于烯烃磺酸盐和添加的钙盐的浓度。区域选择性被认为源于相对于水面呈正交排列的烯烃,以便在烯反应中优先被空气中的单线态氧夺取甲基氢。这些发现表明空气-水界面是合成反应的一个场所。

相似文献

1
Air-Water Interface Effects on the Regioselectivity of Singlet Oxygenations of a Trisubstituted Alkene.空气-水界面 对三取代烯烃单重态氧氧化区域选择性的影响
Tetrahedron Lett. 2015 Jul 22;56(30):4505-4508. doi: 10.1016/j.tetlet.2015.05.111.
2
"Ene" Reactions of Singlet Oxygen at the Air-Water Interface.“Ene”反应在气-水界面处的单线态氧。
J Org Chem. 2016 Aug 5;81(15):6395-401. doi: 10.1021/acs.joc.6b01030. Epub 2016 Jul 20.
3
Synergism between airborne singlet oxygen and a trisubstituted olefin sulfonate for the inactivation of bacteria.空气中的单线态氧与三取代烯烃磺酸盐协同作用对细菌的灭活效果
Langmuir. 2014 Apr 1;30(12):3599-605. doi: 10.1021/la404564k. Epub 2014 Mar 21.
4
A Singlet Oxygen Priming Mechanism: Disentangling of Photooxidative and Downstream Dark Effects.单线态氧引发机制:光氧化和后续暗反应的解耦。
J Org Chem. 2020 Oct 2;85(19):12505-12513. doi: 10.1021/acs.joc.0c01712. Epub 2020 Sep 18.
5
Ene Reactions of Nitrosocarbonyl Intermediates with Trisubstituted Cycloalkenes: "Cis Effect" and Steric and Conformational Factors Drive the Selectivity.亚硝基羰基中间体与三取代环烯烃的烯反应:“顺式效应”以及空间和构象因素驱动选择性。
ACS Omega. 2018 Jan 22;3(1):682-690. doi: 10.1021/acsomega.7b01124. eCollection 2018 Jan 31.
6
Singlet oxygen photo-oxygenation in water/pluronic F-127 hydrogels: increased reaction efficiency coupled with a switch in regioselectivity.水/普朗尼克 F-127 水凝胶中的单线态氧光氧化:反应效率提高,同时区域选择性发生转变。
Chemistry. 2012 Dec 7;18(50):16161-5. doi: 10.1002/chem.201202296. Epub 2012 Oct 18.
7
Probing the Transition State-to-Intermediate Continuum: Mechanistic Distinction between a Dry versus Wet Perepoxide in the Singlet Oxygen "Ene" Reaction at the Air-Water Interface.探索过渡态到中间体连续区:气-水界面单重态氧“烯”反应中干性与湿性过氧环氧化合物之间的机理差异
Langmuir. 2022 May 17;38(19):6036-6048. doi: 10.1021/acs.langmuir.2c00279. Epub 2022 May 4.
8
Ene reaction of singlet oxygen, triazolinedione, and nitrosoarene with chiral deuterium-labeled allylic alcohols: the interdependence of diastereoselectivity and regioselectivity discloses mechanistic insights into the hydroxy-group directivity.单线态氧、三唑啉二酮和亚硝基芳烃与手性氘标记的烯丙醇的ene反应:非对映选择性和区域选择性的相互依存关系揭示了羟基导向性的机理见解。
J Am Chem Soc. 2002 Dec 4;124(48):14403-9. doi: 10.1021/ja027800p.
9
A new directing mode for singlet oxygen ene reactions: the vinylogous gem effect enables a 1O2 domino ene/[4 + 2] process.一种新的单重态氧烯反应导向模式:乙烯基并合的[gem]-效应能够实现 1O2 多米诺烯/[4 + 2]反应。
Org Lett. 2013 May 3;15(9):2073-5. doi: 10.1021/ol4009602. Epub 2013 Apr 24.
10
An experimental and computational study on the reactivity and regioselectivity for the nitrosoarene ene reaction: comparison with triazolinedione and singlet oxygen.亚硝基芳烃烯反应的反应性和区域选择性的实验与计算研究:与三唑啉二酮和单线态氧的比较
J Am Chem Soc. 2001 Jun 13;123(23):5542-8. doi: 10.1021/ja004356m.

本文引用的文献

1
Surfactants at the Design Limit.处于设计极限的表面活性剂。
Langmuir. 2015 Aug 4;31(30):8205-17. doi: 10.1021/acs.langmuir.5b00336. Epub 2015 Apr 5.
2
A three-minute synthesis and purification of ibuprofen: pushing the limits of continuous-flow processing.三分钟内合成并纯化布洛芬:连续流处理的极限挑战。
Angew Chem Int Ed Engl. 2015 Jan 12;54(3):983-7. doi: 10.1002/anie.201409093. Epub 2014 Dec 2.
3
Synergism between airborne singlet oxygen and a trisubstituted olefin sulfonate for the inactivation of bacteria.空气中的单线态氧与三取代烯烃磺酸盐协同作用对细菌的灭活效果
Langmuir. 2014 Apr 1;30(12):3599-605. doi: 10.1021/la404564k. Epub 2014 Mar 21.
4
Continuous-flow synthesis of functionalized phenols by aerobic oxidation of Grignard reagents.通过 Grignard 试剂的有氧氧化连续流合成功能化酚类。
Angew Chem Int Ed Engl. 2014 Mar 24;53(13):3353-7. doi: 10.1002/anie.201310572. Epub 2014 Feb 19.
5
Superhydrophobic photosensitizers. Mechanistic studies of (1)O2 generation in the plastron and solid/liquid droplet interface.超疏水光敏剂。在气盾和固/液滴界面中(1)O₂生成的机理研究。
J Am Chem Soc. 2013 Dec 18;135(50):18990-8. doi: 10.1021/ja410529q. Epub 2013 Dec 10.
6
Immobilized organic photosensitizers with versatile reactivity for various visible-light applications.具有多种反应性的固定化有机光敏剂,适用于各种可见光应用。
Photochem Photobiol. 2014 Mar-Apr;90(2):358-68. doi: 10.1111/php.12166. Epub 2013 Oct 25.
7
Benign by design: catalyst-free in-water, on-water green chemical methodologies in organic synthesis.良性设计:有机合成中无催化剂的水相、水相绿色化学方法。
Chem Soc Rev. 2013 Jun 21;42(12):5522-51. doi: 10.1039/c3cs60025d.
8
Photophysics of silicon phthalocyanines in aqueous media.硅酞菁在水介质中的光物理。
Chemphyschem. 2013 Feb 4;14(2):321-30. doi: 10.1002/cphc.201200962. Epub 2013 Jan 10.
9
Bacterial inactivation by a singlet oxygen bubbler: identifying factors controlling the toxicity of (1)O2 bubbles.利用单重态氧吹泡器对细菌进行灭活:鉴定控制(1)O2 气泡毒性的因素。
Environ Sci Technol. 2012 Nov 6;46(21):12098-104. doi: 10.1021/es303645n. Epub 2012 Oct 26.
10
Ocean-atmosphere interactions in the emergence of complexity in simple chemical systems.简单化学体系复杂性出现中的海洋-大气相互作用。
Acc Chem Res. 2012 Dec 18;45(12):2106-13. doi: 10.1021/ar300027q. Epub 2012 Apr 17.