• 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

钐促进的1,10-菲咯啉与羰基化合物的偶联反应用于合成新型配体。

Samarium-promoted coupling of 1,10-phenanthroline with carbonyl compounds for synthesis of new ligands.

作者信息

Weitgenant Jeremy A, Mortison Jonathan D, O'Neill David J, Mowery Brendan, Puranen Anders, Helquist Paul

机构信息

Department of Chemistry and Biochemistry and Walther Cancer Research Center, 251 Nieuwland Science Hall, University of Notre Dame, Notre Dame, Indiana 46556, USA.

出版信息

J Org Chem. 2004 Apr 16;69(8):2809-15. doi: 10.1021/jo0303416.

DOI:10.1021/jo0303416
PMID:15074932
Abstract

1,10-Phenanthroline reacts with aldehydes and ketones in the presence of samarium diiodide to produce 2-(1-hydroxyalkyl)-1,10-phenanthrolines. The hydroxyalkyl substituent can be functionalized in numerous ways or removed to permit further ligand variation. The carbonyl coupling reaction can also be repeated to provide 2,9-disubstituted phenanthrolines. Taken together, these operations provide ready access to a large number of phenanthroline derivatives to serve as ligand libraries for catalyst exploration.

摘要

1,10 - 菲咯啉在二碘化钐存在下与醛和酮反应生成2 - (1 - 羟烷基)-1,10 - 菲咯啉。羟烷基取代基可以通过多种方式进行官能化或去除,以允许进一步的配体变化。羰基偶联反应也可以重复进行以提供2,9 - 二取代菲咯啉。综上所述,这些操作可方便地获得大量菲咯啉衍生物,用作催化剂探索的配体库。

相似文献

1
Samarium-promoted coupling of 1,10-phenanthroline with carbonyl compounds for synthesis of new ligands.钐促进的1,10-菲咯啉与羰基化合物的偶联反应用于合成新型配体。
J Org Chem. 2004 Apr 16;69(8):2809-15. doi: 10.1021/jo0303416.
2
Facile synthesis of substituted phenanthroline ligands by samarium-promoted coupling of phenanthroline with ketones.通过钐促进的菲咯啉与酮的偶联反应简便合成取代菲咯啉配体。
Org Lett. 1999 Nov 18;1(10):1659-62. doi: 10.1021/ol990284w.
3
Samarium-promoted coupling of pyridine-based heteroaryl analogues of benzylic acetates with carbonyl compounds.钐促进的苄基乙酸酯的吡啶基杂芳基类似物与羰基化合物的偶联反应。
Org Lett. 2005 Aug 18;7(17):3609-12. doi: 10.1021/ol050944z.
4
Addition reaction of vinylic reagents, derived from alpha-chloroenones, to carbonyl compounds promoted by samarium diiodide.由α-氯代烯酮衍生的乙烯基试剂与二碘化钐促进的羰基化合物的加成反应。
Chemistry. 2003 Nov 7;9(21):5343-7. doi: 10.1002/chem.200304954.
5
A new approach to 3-hydroxyprolinol derivatives by samarium diiodide-mediated reductive coupling of chiral nitrone with carbonyl compounds.通过二碘化钐介导的手性硝酮与羰基化合物的还原偶联反应制备3-羟基脯氨醇衍生物的新方法。
Org Biomol Chem. 2009 Jul 21;7(14):2967-75. doi: 10.1039/b906224f. Epub 2009 Jun 2.
6
Aldol-type reactions of unmasked iodoacetic acid with carbonyl compounds promoted by samarium diiodide: efficient synthesis of carboxylic 3-hydroxyacids and their derivatives.
J Org Chem. 2006 Jun 9;71(12):4428-32. doi: 10.1021/jo060118j.
7
Synthesis, structure, and metal complexation behavior of a new type of functionalized chiral phenanthroline derivative.一种新型功能化手性菲咯啉衍生物的合成、结构及金属络合行为
J Org Chem. 2008 May 16;73(10):3911-4. doi: 10.1021/jo702566m. Epub 2008 Apr 10.
8
Regioselective samarium diiodide induced couplings of carbonyl compounds with 1,3-diphenylallene and alkoxyallenes: a new route to 4-hydroxy-1-enol ethers.二碘化钐引发的羰基化合物与1,3-二苯基丙二烯及烷氧基丙二烯的区域选择性偶联反应:合成4-羟基-1-烯醇醚的新途径
Chemistry. 2004 Oct 25;10(21):5493-506. doi: 10.1002/chem.200400418.
9
Ketone-imide versus ketone-oxime reductive cross-coupling promoted by samarium diiodide: new mechanistic insight gained from a failed aminocyclopentitol synthesis.二碘化钐促进的酮亚胺与酮肟还原交叉偶联反应:从氨基环戊醇合成失败中获得的新机理见解
J Org Chem. 2005 May 13;70(10):4142-51. doi: 10.1021/jo050185y.
10
Highly selective reaction of alpha-halo-alpha,beta-unsaturated esters with ketones or aldehydes promoted by SmI2: an efficient alternative access to Baylis-Hillman adducts.二碘化钐促进的α-卤代-α,β-不饱和酯与酮或醛的高选择性反应:一种高效合成贝里斯-希尔曼加合物的替代方法
J Org Chem. 2005 Jun 10;70(12):4714-9. doi: 10.1021/jo0504969.

引用本文的文献

1
Photocatalytic redox-neutral hydroxyalkylation of -heteroaromatics with aldehydes.含醛基的杂芳烃的光催化氧化还原中性羟基烷基化反应
Chem Sci. 2020 Oct 12;11(44):12206-12211. doi: 10.1039/d0sc04114a.