• 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

用于双钯催化交叉偶联反应的新型亚磺酸盐源：在对称亚砜基联苯合成中的应用及热活化延迟荧光性质的证据

New Sulfenate Sources for Double Pallado-Catalyzed Cross-Coupling Reaction: Application in Symmetrical Biarylsulfoxide Synthesis, and Evidence of TADF Properties.

作者信息

Magné Valentin, Cretoiu Iulia, Mallet-Ladeira Sonia, Maerten Eddy, Madec David

机构信息

Laboratoire Hétérochimie Fondamentale et Appliquée (UMR 5069), Université de Toulouse, CNRS, 118 Route de Narbonne, CEDEX 09, 31062 Toulouse, France.

Institut de Chimie de Toulouse (UAR 2599), 118 Route de Narbonne, CEDEX 09, 31062 Toulouse, France.

出版信息

Molecules. 2024 Oct 11;29(20):4809. doi: 10.3390/molecules29204809.

DOI:10.3390/molecules29204809
PMID:39459178
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC11509984/
Abstract

Tetrahydro-4-thiopyran-4-one 1-oxide and sulfinyl-di--butylpropionate were reported as sources of bis-sulfenate anion and applied in a double pallado-catalyzed cross-coupling reaction for the synthesis of symmetrical biarylsulfoxides, tolerating a large array of electronic properties and bulkiness. The photophysical properties of a biarylsulfoxide have been explored, demonstrating an unreported TADF phenomenon on sulfoxide-containing scaffolds.

摘要

四氢-4-硫代吡喃-4-酮1-氧化物和亚磺酰二丁基丙酸酯被报道为双亚磺酸盐阴离子的来源，并应用于双钯催化的交叉偶联反应中，用于合成对称的联芳基亚砜，该反应能够耐受多种电子性质和空间位阻。人们已经对一种联芳基亚砜的光物理性质进行了探索，结果表明在含亚砜的支架上存在一种未报道的热激活延迟荧光（TADF）现象。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b80d/11509984/ce1cb9fab099/molecules-29-04809-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b80d/11509984/2781df661286/molecules-29-04809-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b80d/11509984/2175f14e89a8/molecules-29-04809-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b80d/11509984/c29163d44f33/molecules-29-04809-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b80d/11509984/0135262069d0/molecules-29-04809-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b80d/11509984/41d2ba55bbdf/molecules-29-04809-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b80d/11509984/f7777c5c6710/molecules-29-04809-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b80d/11509984/a0b4a8d59c2e/molecules-29-04809-sch003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b80d/11509984/ce1cb9fab099/molecules-29-04809-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b80d/11509984/2781df661286/molecules-29-04809-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b80d/11509984/2175f14e89a8/molecules-29-04809-sch001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b80d/11509984/c29163d44f33/molecules-29-04809-g002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b80d/11509984/0135262069d0/molecules-29-04809-g003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b80d/11509984/41d2ba55bbdf/molecules-29-04809-g004.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b80d/11509984/f7777c5c6710/molecules-29-04809-sch002.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b80d/11509984/a0b4a8d59c2e/molecules-29-04809-sch003.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b80d/11509984/ce1cb9fab099/molecules-29-04809-g005.jpg

相似文献

1
New Sulfenate Sources for Double Pallado-Catalyzed Cross-Coupling Reaction: Application in Symmetrical Biarylsulfoxide Synthesis, and Evidence of TADF Properties.用于双钯催化交叉偶联反应的新型亚磺酸盐源：在对称亚砜基联苯合成中的应用及热活化延迟荧光性质的证据
Molecules. 2024 Oct 11;29(20):4809. doi: 10.3390/molecules29204809.
2
Palladium-Catalyzed Arylation of Alkyl Sulfenate Anions.钯催化的烷基亚砜阴离子芳基化反应。
J Am Chem Soc. 2015 Nov 4;137(43):13887-93. doi: 10.1021/jacs.5b08117. Epub 2015 Oct 27.
3
Aryl sulfoxides via palladium-catalyzed arylation of sulfenate anions.通过钯催化亚磺酸盐阴离子的芳基化反应制备芳基亚砜
Org Lett. 2006 Dec 21;8(26):5951-4. doi: 10.1021/ol062315a.
4
Pd-catalyzed sulfinylzincation of activated alkynes with 1-alkynyl sulfoxides as a sulfinyl source.钯催化以1-炔基亚砜为亚磺酰基源的活性炔烃的亚磺酰基锌化反应。
J Org Chem. 2003 Jul 11;68(14):5550-8. doi: 10.1021/jo034108j.
5
Enantioselective synthesis of aryl sulfoxides via palladium-catalyzed arylation of sulfenate anions.通过钯催化亚磺酸盐阴离子的芳基化反应对芳基亚砜进行对映选择性合成。
Org Lett. 2007 Dec 20;9(26):5493-6. doi: 10.1021/ol702343g. Epub 2007 Nov 23.
6
Base-Induced Sulfoxide-Sulfenate Rearrangement of 2-Sulfinyl Dienes for the Regio- and Stereoselective Synthesis of Enantioenriched Dienyl Diols.基于碱基诱导的 2-亚磺酰二烯的亚砜-亚磺酸盐重排反应，用于区域和立体选择性合成对映富集的二烯基二醇。
J Org Chem. 2023 Mar 17;88(6):3697-3713. doi: 10.1021/acs.joc.2c02931. Epub 2023 Mar 3.
7
A new class of organocatalysts: sulfenate anions.一类新型的有机催化剂：亚磺酸盐阴离子。
Angew Chem Int Ed Engl. 2014 Sep 26;53(40):10755-8. doi: 10.1002/anie.201405996. Epub 2014 Aug 11.
8
Synthesis of Heterobenzyl Sulfoxides Enabled by Palladium-Catalyzed Allylic Alkylation of Sulfenate Anions with Allenamides.钯催化亚磺酸盐阴离子与烯丙酰胺的烯丙基烷基化反应实现杂苄基亚砜的合成
J Org Chem. 2022 Nov 4;87(21):14646-14656. doi: 10.1021/acs.joc.2c01998. Epub 2022 Oct 26.
9
Aryl sulfoxides from allyl sulfoxides via [2,3]-sigmatropic rearrangement and domino Pd-catalyzed generation/arylation of sulfenate anions.烯丙基砜通过[2,3]-σ重排生成芳基砜和钯催化生成/芳基化砜阴离子的串联反应。
Org Lett. 2010 Jan 15;12(2):320-3. doi: 10.1021/ol902620t.
10
Direct Trideuteromethylation of Sulfenate Anions Generated In Situ from β-Sulfinyl Esters: An Access to Trideuteromethyl Sulfoxides.由β-亚磺酰基酯原位生成的亚磺酸根阴离子的直接三氘甲基化反应：一种制备三氘甲基亚砜的方法。
J Org Chem. 2023 Jul 7;88(13):9505-9513. doi: 10.1021/acs.joc.3c00573. Epub 2023 Jun 7.

本文引用的文献

1
Pentafluorophenyl Copper-Biarylsulfoxide Complexes: Synthesis and Photoreactivity.五氟苯基铜-联芳基亚砜配合物：合成与光反应活性
Molecules. 2024 Jul 16;29(14):3332. doi: 10.3390/molecules29143332.
2
Total Syntheses of Sparsomycin and Sparoxomycins A and A via Sulfenate-Anion-Mediated Iterative C-S Bond Formation.通过亚磺酸盐阴离子介导的迭代碳-硫键形成全合成稀疏霉素及稀疏霉素A和A'
Org Lett. 2023 Dec 22;25(50):9036-9040. doi: 10.1021/acs.orglett.3c03791. Epub 2023 Dec 13.
3
The photophysical properties of sulfone-based TADF emitters in relation to their structural properties.
砜基热激活延迟荧光发射体的光物理性质与其结构性质的关系。
Phys Chem Chem Phys. 2023 Nov 22;25(45):31457-31470. doi: 10.1039/d3cp03557c.
4
Nickel-Catalyzed Direct Cross-Coupling of Diaryl Sulfoxide with Aryl Bromide.镍催化二芳基亚砜与芳基溴的直接交叉偶联反应
J Org Chem. 2022 Sep 2;87(17):11899-11908. doi: 10.1021/acs.joc.2c01513. Epub 2022 Aug 11.
5
Advances of Sulfenate Anions in Catalytic Asymmetric Synthesis of Sulfoxides.亚磺酸盐阴离子在催化不对称合成亚砜中的研究进展
Chem Rec. 2022 Mar;22(3):e202100242. doi: 10.1002/tcr.202100242. Epub 2021 Nov 18.
6
Complexes of Dichlorogermylene with Phosphine/Sulfoxide-Supported Carbone as Ligand.二氯锗烷与膦/亚砜基碳作为配体的配合物。
Molecules. 2021 Apr 1;26(7):2005. doi: 10.3390/molecules26072005.
7
Ni-Catalyzed Borylation of Aryl Sulfoxides.镍催化芳基亚砜的硼化反应
Chemistry. 2021 Jun 1;27(31):8149-8158. doi: 10.1002/chem.202100342. Epub 2021 May 6.
8
Germylene-β-sulfoxide Hemilabile Ligand in Coordination Chemistry.配位化学中的亚锗烯-β-亚砜半不稳定配体。
Inorg Chem. 2021 Jan 4;60(1):423-430. doi: 10.1021/acs.inorgchem.0c03101. Epub 2020 Dec 21.
9
Bond-Forming and -Breaking Reactions at Sulfur(IV): Sulfoxides, Sulfonium Salts, Sulfur Ylides, and Sulfinate Salts.硫（IV）的成键和断键反应：亚砜、锍盐、叶立德和亚磺酸盐。
Chem Rev. 2019 Jul 24;119(14):8701-8780. doi: 10.1021/acs.chemrev.9b00111. Epub 2019 Jun 25.
10
Palladium-Catalyzed Enantioselective Alkenylation of Sulfenate Anions.钯催化的亚砜阴离子对映选择性烯丙基化反应。
Org Lett. 2019 Feb 15;21(4):960-964. doi: 10.1021/acs.orglett.8b03943. Epub 2019 Jan 29.