銠及釕金屬催化碳–氫鍵活化與環化反應於平面銨鹽之合成研究

羅慶宗

doi:10.6843/NTHU.2015.00089

18.207.108.182，Hello！

Close
Search Quick Search Advanced Search Publication Search	Personal Service Member Login Searching History Use Bonus Card SYMSKAN
Browse Browse by University of Graduate Thesis Browse by Pinyin of Graduate Thesis Browse by Conference Proceedings Topic Browse by Conference Proceedings Publisher Browse by Pinyin of Conference Proceedings Browse by eBook Category Browse by eBook Topic Browse by eBook Publisher
Customer Services Authorize Airiti Recommend a Journal

Search Symbol (Half-width)	Description of Search Symbols
Space	"AND" indicates the intertwining of key terms used in a search
Double Quotation Marks ("") ( " " )	Double quotation marks indicate the beginning and end of a phrase, and the search will only include terms that appear in the same order of those within the quotations. Example: "image process" ： " image process "
?	Indicates a variable letter. Entering two ? will indicate two variable letters, and so on. Example: "Appl?", search results will yield apple, apply… e , appl y … ( (often used to English word searches) )
*	Indicates an unlimited number of variable letters to follow, from 1~n. Example: Enter "appl*", search results will yield apple, apples, apply, applied, application…(often used in English word searches) e , appl es , appl y , appl ied , appl ication … ( (often used to English word searches) )
AND、OR、NOT	Boolean logic combinations of key words is a skill used to expand or refine search parameters. (1) AND (1) AND: Refines search parameters (2) OR (2) OR: Expands search parameters (3) NOT: Excludes irrelevant parameters

DOI stands for Digital Object Identifier （ D igital O bject I dentifier ） ,
and is the unique identifier for objects on the internet. It can be used to create persistent link and to cite articles.

Using DOI as a persistent link

To create a persistent link, add「http://dx.doi.org/」「 http://dx.doi.org/ 」 before a DOI.
For instance, if the DOI of an article is 10.5297/ser.1201.002 , you can link persistently to the article by entering the following link in your browser: http://dx.doi.org/ 10.5297/ser.1201.002 。
The DOI link will always direct you to the most updated article page no matter how the publisher changes the document's position, avoiding errors when engaging in important research.

Cite a document with DOI

When citing references, you should also cite the DOI if the article has one. If your citation guideline does not include DOIs, you may cite the DOI link.

DOIs allow accurate citations, improve academic contents connections, and allow users to gain better experience across different platforms. Currently, there are more than 70 million DOIs registered for academic contents. If you want to understand more about DOI, please visit airiti DOI Registration （ doi.airiti.com ）。

Data Source

Basic & Applied Sciences > Chemistry
College of Science > Department of Chemistry

Bibliography Management Tool

Related Links

Report an Issue

Purchase Single Articles

Download PDF

銠及釕金屬催化碳–氫鍵活化與環化反應於平面銨鹽之合成研究

Rhodium and Ruthenium-Catalyzed Synthesis of Planar Ammonium Salts via C–H Bond Activation and Annulation Reactions

羅慶宗 , Ph.D　　Advisor：鄭建鴻　　

繁體中文 DOI： 10.6843/NTHU.2015.00089

銠金屬；釕金屬；碳–氫鍵；活化；環化；平面銨鹽； Rhodium ； Ruthenium ； C–H Bond ； Activation ； Annulation ； Planar Ammonium Salts

Abstract │ Reference (117) │ Times Cited (6) │ Altmetrics

Abstract 〈TOP〉

Parallel Abstract 〈TOP〉

In recent years, transition metal-catalyzed C–H bond activation and annulation reactions were emerged as an important strategy in the synthesis of natural product, bioactivity molecules and material compounds. In this context, our group also focus on the hot research field of C–H bond activation reaction. The thesis concentrated on the synthesis of polycyclic pyridinium, quinolizinium, and pyridinium salts by rhodium- and ruthenium- catalyzed C–H bond activation and annulation reactions. In addition, copper promoted quinoline synthesis from benzylazides and alkynes through arylmethyl azides rearrangement is demonstrated in the final chapter.
    Chapter 1 describes an efficient and convenient method for the synthesis of highly substituted polycyclic pyridinium salts from various 2-arylpyridines and alkynes via a Rh(III)-catalyzed C–H bond activation and annulation reactions under an atmosphere of O2. The proposed mechanism is supported by the isolation of a five membered rodacycle. Primary photophysical studies were also performed on the new pyridinium salts compound in OLED materials.
    Chapter 2 introduces effectual methods to the synthesis of quinolizinium salts from 2-vinylpyridines and alkynes via Rh(III) or Ru(II)-catalyzed C–H activation and annulation reactions. The present quinolizinium salts can be readily converted to the corresponding tetrahydroquinolizinium compounds by hydrogenation.
    Chapter 3 elaborates a synthetic method for highly substituted pyridinium salts from the multicomponent reaction of vinyl ketones, amines, and alkynes using a rhodium catalyst. The catalytic reaction proceeds via an in situ generated imine-assisted Rh(III)-catalyzed vinylic C–H activation reaction. Synthesis of highly substituted pyridines from pyridinium salts also was demonstrated.
    Chapter 4 illustrates a new route for quinolizinium salts synthesis from 2-ethylpyridines and alkynes using cooperative catalysis by copper and rhodium with high yields, broad substrate scope and functional group tolerance. Detailed mechanistic studies suggest that the 2-vinylpryridine is formed in situ from 2-ethylpyridine by a copper promoted C(sp3) –H hydroxylation followed by dehydration. Later, a Rh(III)-catalyzed pyridine directed vinylic C(sp2) –H activation and [4+2] annulation with alkynes provide the final product.
    Chapter 5 shows a technique toward the synthesis of quinolines via copper promote azide rearrangement and intermolecular cycloaddition reaction with internal alkynes. In addition, the method was applied to the synthesis of biological active quinoline compounds.

Reference ( 117 ) 〈TOP〉

(2) Song, G.; Wang, F.; Li, X. Chem. Soc. Rev., 2012, 41, 3651.
連結：
(4) (a) Arthur, H. R.; Hui, W. H.; Ng, Y. L. J. Chem. Soc. 1959, 4007. (b) Hu, J.; Zhang, W.-D.; Liu, R.-H.; Zhang, C.; Shen, Y.-H.; Li, H.-L.; Liang, M.-J.; Xu, X.-K. Chem. Biodiversity 2006, 3, 990. (c) Wang, S.-Q.; Wang, G.-Q.; Huang, B.-K.; Zhang, Q.-Y.; Qin, L.-P. Chem. Nat. Compd. 2007, 43, 100.
連結：
(15) Korivi. R. P.; Cheng, C.-H. Org. Lett. 2005, 7, 5179.
連結：
(16) Guimond, N.; Fagnou, K. J. Am. Chem. Soc. 2009, 131, 12050.
連結：
(18) Zhang, X.; Chen, D.; Zhao, M.; Zhao, J.; Jia, A.; Li, X. Adv. Synth. Catal. 2011, 353, 719.
連結：

Times Cited (6) 〈TOP〉

Altmetrics

〈TOP〉

E-mail ：

When an article is available to download, a notice will be sent to your mailbox address.

E-mail ：