首页> 美国政府科技报告 >Coupling of 3,8-Dibromo-1,10-Phenanthroline With 3,5-Diethynylheptyloxybenzene: A Suzuki/Miyaura Versus a Sonogashira Perspective

【24h】

Coupling of 3,8-Dibromo-1,10-Phenanthroline With 3,5-Diethynylheptyloxybenzene: A Suzuki/Miyaura Versus a Sonogashira Perspective

机译：3,8-二溴-1,10-邻菲啰啉与3,5-二乙炔基苯基氧基苯的偶合：铃木/宫美与sonogashira的观点

获取原文

页面导航

摘要
著录项
相似文献
相关主题

摘要

We report a new application of the Suzuki-Miyaura reaction whereas two bifunctional reactants, 3,8-dibromo-1,10-phenanthroline and 3,5-diethynylheptyloxylbenzene (9), yield 3,8-bis (3-ethynyl-5-heptyloxyphenylethynyl)-1,10-phenanthroline (2) efficiently (74 yield) without polymerization. This was achieved by reacting a stoichiometric amount of 9 and (Me3Si)2NLi to obtain quantitatively the monoacetylide anion of 9 (10). The latter was activated with B-methoxy-9-BBN and reacted in analogy to the alkynyl copper complex of a Sonogashira route. However, in the Sonogashira reaction, the alkynyl copper complex is present in small equilibrium concentrations and polymerization takes place even when reagents are mixed slowly. Actually the Sonogashira route gave no desired product 2, as the latter polymerizes easily via homo-coupling in the presence of air and Cu(I). Sonogashira coupling involves the palladium(0) catalyzed reaction of terminal alkynes.

著录项

作者
Yang, Jinhua; Oh, Woon Su; Elder, Ian A.; Leventis, Nicholas; Sotiriou-Leventis, Chariklia;
展开▼
作者单位

展开▼
年度 2003
页码 1-11
总页数 11
原文格式 PDF
正文语种 eng
中图分类工业技术;
关键词
PHENYLS; ALKYNES; SYNTHESIS (CHEMISTRY); REACTION PRODUCTS; POLYMERIZATION; ORGANIC COMPOUNDS; BROMINE COMPOUNDS; BENZENE; DRYING; REAGENTS; CATALYSTS; PALLADIUM COMPOUNDS;

机译：的苯基;炔烃;合成（化学）;反应产物;聚合;有机化合物;溴化合物;苯;烘干;试剂;催化剂;钯化合物;

相似文献

外文文献
中文文献
专利

1. Coupling of 3,8-dibromo-1,10-phenanthroline with 3,5-diethynylheptyloxybenzene: a suzuki/miyaura versus a sonogashira perspective [J] . Jinhua Yang, Woon Su Oh, Ian A.Elder, Synthetic Communications . 2003,第19期

机译：3,8-二溴-1,10-菲咯啉与3,5-二乙炔基庚氧基苯的偶联：铃木/宫浦与Sonogashira的观点
2. General Catalysts for the Suzuki-Miyaura and Sonogashira Coupling Reactions of Aryl Chlorides and for the Coupling of Challenging Substrate Combinations in Water [J] . Kevin W.Anderson, Stephen L.Buchwald Angewandte Chemie . 2005,第38期

机译：芳烃的Suzuki-Miyaura和Sonogashira偶联反应以及具有挑战性的底物组合在水中的偶联反应的一般催化剂
3. Regiocontrolled Suzuki-Miyaura couplings of 3,5-dibromo-2-pyrone [J] . Ryu KM, Gupta AK, Han JW, Synlett . 2004,第12期

机译：3,5-二溴-2-吡酮的区域控制的Suzuki-Miyaura偶联
4. Switchable Selectivity between Suzuki-Miyaura Coupling andBuchwald-Hartwig Coupling Promoted by an Immobilized NickelCatalyst [C] . AbhijitSen, Raghu N.Dhital, Takuma Sato 日本化学会春季年会 . 2020

机译：Suzuki-Miyaura耦合与腹涂层催化剂促进的可切换选择性AndBuchwald-Hartwig耦合
5. Part I: Microwave-Assisted Continuous Flow Organic Synthesis (MACOS) and the Heck-type aminocarbonylation of aryl halides, and, the Suzuki-Miyaura cross-coupling of chloroformates. Part II: Structure-activity relationship (SAR) analysis of NHC-palladium PEPPSI complexes in aminations and cross-couplings [D] . Nasielski, Joanna 2009

机译：第一部分：微波辅助连续流动有机合成（MACOS）和芳基卤化物的Heck型氨基羰基化，以及氯甲酸酯的Suzuki-Miyaura交叉偶联。第二部分：胺和交叉偶联中NHC-钯PEPPSI复合物的结构-活性关系（SAR）分析
6. Crystal structures of three 4-substituted-22′-bipyridines synthesized by Sonogashira and Suzuki–Miyaura cross-coupling reactions [O] . Thuy Luong Thi Thu, Ngan Nguyen Bich, Hien Nguyen, 2017

机译：Sonogashira和Suzuki–Miyaura交叉偶联反应合成的3个4-取代的22-联吡啶的晶体结构
7. Coupling of 3,8-Dibromo-1,10-Phenanthroline With 3,5-Diethynylheptyloxybenzene: A Suzuki/Miyaura Versus a Sonogashira Perspective [O] . Oh, Woon Su, Sotiriou-Leventis, Chariklia, Elder, Ian A., 2003

机译：3,8-二溴-1,10-菲咯啉与3,5-二乙炔基庚氧基苯的偶联：铃木/宫浦与Sonogashira的观点
8. Coupling of 3,8-Dibromo-1,10-Phenanthroline With 3,5-Diethynylheptyloxybenzene: A Suzuki/Miyaura Versus a Sonogashira Perspective [R] . Yang, J. , Oh, W. S. , Elder, I. A. , 2003

机译：3,8-二溴-1,10-邻菲啰啉与3,5-二乙炔基苯基氧基苯的偶合：铃木/宫美与sonogashira的观点

Coupling of 3,8-Dibromo-1,10-Phenanthroline With 3,5-Diethynylheptyloxybenzene: A Suzuki/Miyaura Versus a Sonogashira Perspective

摘要

著录项

相似文献

相关主题

期刊订阅