• 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

亚稳态苯甲酸甲酯分子离子的脱羧作用。

Decarboxylation of metastable methyl benzoate molecular ions.

作者信息

Dechamps Noémie, Flammang Robert, Gerbaux Pascal, Nam Pham-Cam, Nguyen Minh-Tho

机构信息

Laboratory of Organic Chemistry, University of Mons-Hainaut, Avenue Maistriau 19, B-7000, Mons, Belgium.

Department of Chemistry, University of Leuven, Leuven, Belgium.

出版信息

J Am Soc Mass Spectrom. 2006 Jun;17(6):807-814. doi: 10.1016/j.jasms.2006.02.015. Epub 2006 Apr 17.

DOI:10.1016/j.jasms.2006.02.015
PMID:16603373
Abstract

By using a combination of mass spectrometric methodologies and density functional theory calculations [DFT/B3LYP/6-311 ++ G(d, p)], it is proposed that the decarboxylation of metastable methyl benzoate molecular ions occurs via distonic and ion-neutral complex (INC) intermediates. The same INC involving a complex between the benzyl radical and protonated carbon dioxide is also generated upon decarboxylation of metastable phenylacetic acid molecular ions. Internal proton transfer within the INC produces in fine a mixture of toluene and isotoluene radical cations.

摘要

通过结合质谱方法和密度泛函理论计算[DFT/B3LYP/6-311++G(d,p)]，提出亚稳态苯甲酸甲酯分子离子的脱羧反应通过双电荷离子和离子-中性复合物（INC）中间体进行。亚稳态苯乙酸分子离子脱羧时也会生成相同的涉及苄基自由基与质子化二氧化碳之间复合物的INC。INC内的质子内转移最终产生甲苯和异甲苯自由基阳离子的混合物。

相似文献

1
Decarboxylation of metastable methyl benzoate molecular ions.亚稳态苯甲酸甲酯分子离子的脱羧作用。
J Am Soc Mass Spectrom. 2006 Jun;17(6):807-814. doi: 10.1016/j.jasms.2006.02.015. Epub 2006 Apr 17.
2
A ring walk of methylene groups in toluene radical cations. An extension of the toluene-cycloheptatriene rearrangement of aromatic radical cations. Theory and experiment.甲苯自由基阳离子中亚甲基的环迁移。芳烃自由基阳离子甲苯 - 环庚三烯重排的扩展。理论与实验
Eur J Mass Spectrom (Chichester). 2003;9(4):327-41. doi: 10.1255/ejms.565.
3
Trends in the Periodic System: the mass spectrum of dimethylphenyl phosphane and a comparison of the gas phase reactivity of dimethylphenyl pnictogene radical cations C(6)H(5)E(CH(3))(2)(*+), (E = N, P, As)(dagger).元素周期系中的趋势：二甲基苯基膦的质谱以及二甲基苯基氮族元素自由基阳离子C(6)H(5)E(CH(3))(2)(*+)（E = N、P、As）(†)的气相反应活性比较
Eur J Mass Spectrom (Chichester). 2009;15(2):131-44. doi: 10.1255/ejms.940.
4
Protonated N-benzyl- and N-(1-phenylethyl)tyrosine amides dissociate via ion/neutral complexes.质子化的N-苄基酪氨酸酰胺和N-(1-苯乙基)酪氨酸酰胺通过离子/中性复合物解离。
Rapid Commun Mass Spectrom. 2015 Sep 15;29(17):1577-1584. doi: 10.1002/rcm.7256.
5
Experimental and Theoretical Studies on Gas-Phase Fragmentation Reactions of Protonated Methyl Benzoate: Concomitant Neutral Eliminations of Benzene, Carbon Dioxide, and Methanol.质子化苯甲酸甲酯气相碎裂反应的实验和理论研究：苯、二氧化碳和甲醇的伴随中性消除。
J Am Soc Mass Spectrom. 2018 Aug;29(8):1601-1610. doi: 10.1007/s13361-018-1997-8. Epub 2018 Jun 7.
6
The ESI CAD fragmentations of protonated 2,4,6-tris(benzylamino)- and tris(benzyloxy)-1,3,5-triazines involve benzyl-benzyl interactions: a DFT study.质子化 2,4,6-三（苄氨基）和三（苯甲氧基）-1,3,5-三嗪的 ESI CAD 碎裂涉及苄基-苄基相互作用：DFT 研究。
J Mass Spectrom. 2012 Jul;47(7):860-8. doi: 10.1002/jms.3037.
7
Isomerization and fragmentation reactions of gaseous dimethyl phenylarsane radical cations and methyl phenylarsenium cations. A study by tandem mass spectrometry and density functional theory calculations.气态二甲基苯胂自由基阳离子和甲基苯胂鎓阳离子的异构化和碎片化反应。串联质谱和密度泛函理论计算研究。
Eur J Mass Spectrom (Chichester). 2006;12(3):171-80. doi: 10.1255/ejms.802.
8
DFT investigation on the decarboxylation mechanism of ortho hydroxy benzoic acids with acid catalysis.密度泛函理论对酸催化邻羟基苯甲酸脱羧机理的研究
J Mol Model. 2016 Mar;22(3):56. doi: 10.1007/s00894-016-2923-2. Epub 2016 Feb 13.
9
Identifying the proton transfer reaction mechanism via a proton-bound dimeric intermediate for esomeprazoles by a kinetic method combined with density functional theory calculations.通过动力学方法结合密度泛函理论计算鉴定埃索美拉唑质子转移反应机制的质子束缚二聚体中间体。
Rapid Commun Mass Spectrom. 2014 May 15;28(9):1045-50. doi: 10.1002/rcm.6877.
10
Where Does the Electron Go? Stable and Metastable Peptide Cation Radicals Formed by Electron Transfer.电子去了哪里？电子转移形成的稳定和亚稳态肽阳离子自由基。
J Am Soc Mass Spectrom. 2017 Jan;28(1):164-181. doi: 10.1007/s13361-016-1512-z. Epub 2016 Oct 5.

引用本文的文献

1
Picosecond to millisecond tracking of a photocatalytic decarboxylation reaction provides direct mechanistic insights.皮秒到毫秒级追踪光催化脱羧反应提供了直接的机理见解。
Nat Commun. 2019 Nov 13;10(1):5152. doi: 10.1038/s41467-019-13154-w.
2
Density functional theory and mass spectrometry of phthalate fragmentations mechanisms: modeling hyperconjugated carbocation and radical cation complexes with neutral molecules.邻苯二甲酸酯碎片化机制的密度泛函理论和质谱研究：用中性分子模拟超共轭碳正离子和自由基阳离子络合物。
J Am Soc Mass Spectrom. 2011 Nov;22(11):1999-2010. doi: 10.1007/s13361-011-0215-8. Epub 2011 Aug 11.
3

本文引用的文献

1
Reactions of the ionized enol tautomer of acetanilide: elimination of HNCO via a novel rearrangement.乙酰苯胺离子化烯醇互变异构体的反应：通过一种新型重排消除HNCO。
Eur J Mass Spectrom (Chichester). 2003;9(4):343-50. doi: 10.1255/ejms.550.
2
A ring walk of methylene groups in toluene radical cations. An extension of the toluene-cycloheptatriene rearrangement of aromatic radical cations. Theory and experiment.甲苯自由基阳离子中亚甲基的环迁移。芳烃自由基阳离子甲苯 - 环庚三烯重排的扩展。理论与实验
Eur J Mass Spectrom (Chichester). 2003;9(4):327-41. doi: 10.1255/ejms.565.
Ion-neutral complexes resulting from dissociative protonation: fragmentation of alpha-furanylmethyl benzyl ethers and 4-N,N-dimethylbenzyl benzyl ethers.
源自去质子化的离子中性配合物：α-呋喃甲基苄基醚和 4-N,N-二甲基苄基苄基醚的碎裂。
J Am Soc Mass Spectrom. 2010 Apr;21(4):626-34. doi: 10.1016/j.jasms.2009.12.005. Epub 2009 Dec 28.