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Nickel and Cobalt-Catalyzed Addition and Cyclization Reactions of Organoboronic Acids with α,β-Unsaturated Alkenes and Alkynes
Dissertation

Nickel and Cobalt-Catalyzed Addition and Cyclization Reactions of Organoboronic Acids with α,β-Unsaturated Alkenes and Alkynes

Pao-Shun Lin
Doctor of Philosophy (PHD), 國立清華大學, 化學系
2007

Abstract

鈷金屬錯合物催化 有機硼試劑 共軛烯類 炔類 加成反應 環化反應 Cobalt-Catalyzed Organoboronic Acids α,β-Unsaturated Alkenes Alkynes Addition Reactions Cyclization Reactions
In this thesis, several new nickel and cobalt catalyzed coupling and cyclization of organoboronic acids with carbon carbon □-components are discussed in detail. For convenience and better clarity, the thesis is divided into five chapters. Chapter 1 describes the over view of synthetic and biological applications of organoboronic reagents. Chapters 2 and 3 demonstrate nickel and cobalt catalyzed Mizoroki Heck and Michael type addition of organoboronic acids to α,β-unsaturated alkenes. The possible reaction mechanisms of Mizoroki Heck and Michael type addition reactions are proposed. A cobalt-catalyzed addition reaction of organoboronic acids with alkynes is described in Chapter 4. Isolation of aryl-cobalt intermediate and correlative cobalt complexes strongly support the proposed mechanism. The annulations of ortho-functionalized arylboronic acids with alkynes for the synthesis of isocoumarin derivatives are presented in Chapter 5 along with the biological applications.

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