Well-defined Al-containing Lewis acids for organic transformations

This thesis focuses on designing and catalytic applications of aluminum based Lewis acids. It contains four parts: Chapter 1 gives a brief introduction of the development of Lewis acid chemistry and its increasing influence on modern synthetic organic chemistry. Aluminum compounds are widely used as...

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Main Author: Liu, Zhizhou
Other Authors: Dragoslav Vidovic
Format: Thesis
Language:English
Published: 2016
Subjects:
Online Access:https://hdl.handle.net/10356/69303
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author Liu, Zhizhou
author2 Dragoslav Vidovic
author_facet Dragoslav Vidovic
Liu, Zhizhou
author_sort Liu, Zhizhou
collection NTU
description This thesis focuses on designing and catalytic applications of aluminum based Lewis acids. It contains four parts: Chapter 1 gives a brief introduction of the development of Lewis acid chemistry and its increasing influence on modern synthetic organic chemistry. Aluminum compounds are widely used as efficient and powerful Lewis acid catalysts. Hence, we proposed our strategy to prepare various Al-based Lewis acids and investigate their potential applications. Chapter 2 describes the design, synthesis and characterization of a series of aluminum bistriflate complexes supported by β-diketiminate ligands. Several approaches to cationic aluminum complexes were also illustrated in this chapter. Chapter 3 focuses on the catalytic application of these aluminum bistriflate complexes on Diels-Alder transformations. Less reactive dienes such as 2,3-dimethylbutadiene, 1,3-cyclohexadiene and isoprene and a series of dienophiles were examined. A competition between Diels-Alder reaction and Michael polymerization was also described when cyclic dienophiles were used. Chapter 4 describes the synthesis of several aluminum compounds stabilized by an NCN pincer ligand. Several experiments indicated that the cationic aluminum complex 50 was the active species for Diels-Alder catalytic reactions.
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spelling ntu-10356/693032023-02-28T23:38:16Z Well-defined Al-containing Lewis acids for organic transformations Liu, Zhizhou Dragoslav Vidovic School of Physical and Mathematical Sciences DRNTU::Science::Chemistry::Organic chemistry::Organometallic compounds This thesis focuses on designing and catalytic applications of aluminum based Lewis acids. It contains four parts: Chapter 1 gives a brief introduction of the development of Lewis acid chemistry and its increasing influence on modern synthetic organic chemistry. Aluminum compounds are widely used as efficient and powerful Lewis acid catalysts. Hence, we proposed our strategy to prepare various Al-based Lewis acids and investigate their potential applications. Chapter 2 describes the design, synthesis and characterization of a series of aluminum bistriflate complexes supported by β-diketiminate ligands. Several approaches to cationic aluminum complexes were also illustrated in this chapter. Chapter 3 focuses on the catalytic application of these aluminum bistriflate complexes on Diels-Alder transformations. Less reactive dienes such as 2,3-dimethylbutadiene, 1,3-cyclohexadiene and isoprene and a series of dienophiles were examined. A competition between Diels-Alder reaction and Michael polymerization was also described when cyclic dienophiles were used. Chapter 4 describes the synthesis of several aluminum compounds stabilized by an NCN pincer ligand. Several experiments indicated that the cationic aluminum complex 50 was the active species for Diels-Alder catalytic reactions. DOCTOR OF PHILOSOPHY (SPMS) 2016-12-12T08:38:04Z 2016-12-12T08:38:04Z 2016 Thesis Liu, Z. (2016). Well-defined Al-containing Lewis acids for organic transformations. Doctoral thesis, Nanyang Technological University, Singapore. https://hdl.handle.net/10356/69303 10.32657/10356/69303 en 159 p. application/pdf
spellingShingle DRNTU::Science::Chemistry::Organic chemistry::Organometallic compounds
Liu, Zhizhou
Well-defined Al-containing Lewis acids for organic transformations
title Well-defined Al-containing Lewis acids for organic transformations
title_full Well-defined Al-containing Lewis acids for organic transformations
title_fullStr Well-defined Al-containing Lewis acids for organic transformations
title_full_unstemmed Well-defined Al-containing Lewis acids for organic transformations
title_short Well-defined Al-containing Lewis acids for organic transformations
title_sort well defined al containing lewis acids for organic transformations
topic DRNTU::Science::Chemistry::Organic chemistry::Organometallic compounds
url https://hdl.handle.net/10356/69303
work_keys_str_mv AT liuzhizhou welldefinedalcontaininglewisacidsfororganictransformations