• 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

钌催化2,2'-二乙炔基联苯的环异构化反应,涉及碳 - 碳三键的断裂

Ruthenium-Catalyzed Cycloisomerization of 2,2'-Diethynyl- biphenyls Involving Cleavage of a Carbon-Carbon Triple Bond.

作者信息

Matsuda Takanori, Kato Kotaro, Goya Tsuyoshi, Shimada Shingo, Murakami Masahiro

机构信息

Department of Applied Chemistry, Tokyo University of Science, 1-3 Kagurazaka, Shinjuku-ku, Tokyo, 162-8601, Japan.

Department of Synthetic Chemistry and Biological Chemistry, Kyoto University, Katsura, Kyoto, 615-8510, Japan.

出版信息

Chemistry. 2016 Feb;22(6):1941-1943. doi: 10.1002/chem.201504937. Epub 2016 Jan 8.

DOI:10.1002/chem.201504937
PMID:26660656
Abstract

A ruthenium complex catalyzes a new cycloisomerization reaction of 2,2'-diethynylbiphenyls to form 9-ethynylphenanthrenes, thereby cleaving the carbon-carbon triple bond of the original ethynyl group. A metal-vinylidene complex is generated from one of the two ethynyl groups, and its carbon-carbon double bond undergoes a [2+2] cycloaddition with the other ethynyl group to form a cyclobutene. The phenanthrene skeleton is constructed by the subsequent electrocyclic ring opening of the cyclobutene moiety.

摘要

一种钌配合物催化2,2'-二乙炔基联苯发生新的环异构化反应,生成9-乙炔基菲,从而切断原始乙炔基的碳-碳三键。从两个乙炔基中的一个生成金属亚乙烯基配合物,其碳-碳双键与另一个乙炔基发生[2+2]环加成反应形成环丁烯。菲骨架是通过环丁烯部分随后的电环化开环构建的。

相似文献

1
Ruthenium-Catalyzed Cycloisomerization of 2,2'-Diethynyl- biphenyls Involving Cleavage of a Carbon-Carbon Triple Bond.钌催化2,2'-二乙炔基联苯的环异构化反应,涉及碳 - 碳三键的断裂
Chemistry. 2016 Feb;22(6):1941-1943. doi: 10.1002/chem.201504937. Epub 2016 Jan 8.
2
Computational study of Ru-catalyzed cycloisomerization of 2-alkynylanilides.钌催化2-炔基苯胺类化合物环异构化反应的计算研究
J Mol Model. 2018 Jun 14;24(7):162. doi: 10.1007/s00894-018-3707-7.
3
Selective and efficient cycloisomerization of alkynols catalyzed by a new ruthenium complex with a tetradentate nitrogen-phosphorus mixed ligand.新型钌配合物四齿氮磷混合配体催化炔醇的高选择性和高效环化异构化反应。
Chemistry. 2010 Jul 12;16(26):7889-97. doi: 10.1002/chem.200903441.
4
Ruthenium-Catalyzed Cycloisomerization of 2-Alkynylstyrenes via 1,2-Carbon Migration That Leads to Substituted Naphthalenes.钌催化的通过 1,2-碳迁移的 2-炔基苯乙烯环异构化反应生成取代的萘。
Chemistry. 2018 Aug 9;24(45):11545-11549. doi: 10.1002/chem.201802413. Epub 2018 Jul 31.
5
A new ruthenium-catalyzed cleavage of a carbon-carbon triple bond: efficient transformation of ethynyl alcohol into alkene and carbon monoxide.一种新型钌催化的碳-碳三键裂解反应:乙炔醇高效转化为烯烃和一氧化碳。
J Am Chem Soc. 2003 Aug 6;125(31):9294-5. doi: 10.1021/ja036246w.
6
Platinum and ruthenium chloride-catalyzed cycloisomerization of 1-alkyl-2-ethynylbenzenes: interception of pi-activated alkynes with a benzylic C-H bond.铂和氯化钌催化的1-烷基-2-乙炔基苯的环异构化反应:苄基C-H键对π活化炔烃的捕捉
J Org Chem. 2009 Aug 7;74(15):5471-5. doi: 10.1021/jo901045g.
7
Rutheniun-catalyzed cycloisomerization of o-(ethynyl)phenylalkenes to diene derivatives via skeletal rearrangement.钌催化邻(乙炔基)苯烯烃通过骨架重排环异构化为二烯衍生物。
J Am Chem Soc. 2004 Dec 1;126(47):15560-5. doi: 10.1021/ja045516n.
8
Synthetic and structural studies on C-ethynyl- and C-bromo-carboranes.C-乙炔基和C-溴代碳硼烷的合成与结构研究
Dalton Trans. 2006 Aug 7(29):3544-60. doi: 10.1039/b517538k. Epub 2006 Apr 27.
9
Ruthenium-catalyzed cycloisomerization of cis-3-en-1-ynes to cyclopentadiene and related derivatives through a 1,5-sigmatropic hydrogen shift of ruthenium-vinylidene intermediates.钌催化顺式-3-烯-1-炔通过钌-亚乙烯基中间体的1,5-西格玛迁移氢重排环异构化为环戊二烯及相关衍生物。
J Am Chem Soc. 2005 Aug 24;127(33):11606-7. doi: 10.1021/ja053674o.
10
Nickel-catalyzed.镍催化的
Chemistry. 2000 Oct 16;6(20):3706-13. doi: 10.1002/1521-3765(20001016)6:20<3706::aid-chem3706>3.0.co;2-p.

引用本文的文献

1
Photocatalyzed syntheses of phenanthrenes and their aza-analogues. A review.菲及其氮杂类似物的光催化合成。综述。
Beilstein J Org Chem. 2020 Jun 25;16:1476-1488. doi: 10.3762/bjoc.16.123. eCollection 2020.
2
Intramolecular Chain Hydrosilylation of Alkynylphenylsilanes Using a Silyl Cation as a Chain Carrier.使用硅阳离子作为链载体的炔基苯基硅烷的分子内链硅氢化反应。
Molecules. 2016 Aug 1;21(8):999. doi: 10.3390/molecules21080999.