Logo image
釕金屬催化末端炔類分子的轉化反應
Dissertation

釕金屬催化末端炔類分子的轉化反應

沈宏欽
Doctor of Philosophy (PHD), 國立清華大學, 化學系
2005

Abstract

釕金屬催化 切割CC三鍵 環化 多苯分子 Carbon- Carbon Triple Bond Cleavage Aromatization Cyclization Polycyclic Aromatics Vinylidene Allenylidenium Ruthenium-Catalyzed
Organometallics plays an essential role on organic synthesis in these decades. It was applied in coupling reactions, cyclization reactions or ring opening reactions. Organometallics catalyzed reactions not only have good regioselectivities but have good stereoselectivities. In natural products synthesis, it is very important to control stereo or regio direction in specific positions. We emphasize on ruthenium metal complex which apply in ethynyl alcohol catalyzed transfer reactions. First, ruthenium complex was applied on transformation of aryl and alkynyl propargyl ether into aryl and alkynyl ketones via a carbon-carbon triple bond cleavage. Second, ruthenium complex was apply on aromatization of aromatic enynes via the 1,2-migration of aryl groups. Finally, ruthenium was used in cyclization of 3-en-1-ynyl imines with nucleophiles via tandem 5-exo-dig cyclization and nucleophilic addition. These reactions worked on mild conditions and used less catalyst (5 %) without any other chemical reagents to complete the reactions. These new reactions is environmental friendly. On the other hand, ruthenium metal was also applied to synthesis polycyclic aromatic compounds. Polycyclic aromatic compounds which form strong □□□□interaction display discotic liquid crystal behaviors. They could be design as organic polarizers, organic transistors and photovoltaic devices. We focus on synthesizing coronene derivatives and dibenzo[a.h]anthracene derivatives to investigate the property of E-type polarizers and organic transistors. These new materials could also be applied in large area and low cost optoelectronics devices in the future.

Metrics

Details

Logo image