The Chemistry of Zirconacycles and 2,6-Diazasemibullvalenes: Synthesis, Structures, Reactions, and Applications in the Synthesis of Novel N-Heterocycles

In this thesis, the author introduces two strategies used to construct various types of N-heterocycles, based on the chemistry of zirconacycles and 2,6-diazasemibullvalenes. In the first part, the author presents the development of multi-component cyclization of a zirconacyclobutene-silacyclobutene...

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Tác giả chính:	Zhang, Shaoguang
Định dạng:	Sách
Ngôn ngữ:	English
Được phát hành:	Springer 2015
Những chủ đề:	Metal complexes Organic Chemistry Science Organometallic compounds
Truy cập trực tuyến:	https://scholar.dlu.edu.vn/thuvienso/handle/DLU123456789/58321
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spelling	oai:scholar.dlu.edu.vn:DLU123456789-583212023-11-11T06:08:14Z The Chemistry of Zirconacycles and 2,6-Diazasemibullvalenes: Synthesis, Structures, Reactions, and Applications in the Synthesis of Novel N-Heterocycles Zhang, Shaoguang Metal complexes Organic Chemistry Science Organometallic compounds In this thesis, the author introduces two strategies used to construct various types of N-heterocycles, based on the chemistry of zirconacycles and 2,6-diazasemibullvalenes. In the first part, the author presents the development of multi-component cyclization of a zirconacyclobutene-silacyclobutene fused compound, nitriles and unsaturated compounds. These reactions provide synthetically useful methodology for various N-heterocycles such as 3-acyl pyrrole, pyrrolo[3,2-d]pyridazine and dihydropyrroloazepine, which are all difficult to synthesize by other means. The isolation and characterization of the key three-fused-ring Zr/Si-containing intermediates are also described in detail. These results show that the zirconacyclobutene-silacyclobutene fused compound behaves as a “chemical transformer” upon treatment with various substrates via the “coordination-induced skeleton rearrangement” mechanism. In the second part, the author demonstrates the synthesis and isolation of a series of 2,6-diazasemibullvalenes (NSBVs) from the reaction of 1,4-dilithio-1,3-dienes and nitriles, highlighting the significant progress made for the first time in this work: (1) determination of X-ray crystal structure of a substituted 2,6-diazasemibullvalene; (2) measurement of the activation barrier of its rapid intramolecular aza-Cope rearrangement in solution; (3) exploration of several reaction types of NSBV with diverse ring-expansion products and “bowl-shape” or “cage-shape” N-containing polycyclic skeletons; (4) demonstration of the localized structure as the predominant form and the homoaromatic delocalized structure as a minor component in the equilibrium using theoretical analysis. Based on well-founded results, this work sheds new light on this controversial topic. 2015-09-16T08:01:14Z 2015-09-16T08:01:14Z 2015 Book 978-3-662-45021-5 978-3-662-45020-8 https://scholar.dlu.edu.vn/thuvienso/handle/DLU123456789/58321 en application/pdf Springer
institution	Thư viện Trường Đại học Đà Lạt
collection	Thư viện số
language	English
topic	Metal complexes Organic Chemistry Science Organometallic compounds
spellingShingle	Metal complexes Organic Chemistry Science Organometallic compounds Zhang, Shaoguang The Chemistry of Zirconacycles and 2,6-Diazasemibullvalenes: Synthesis, Structures, Reactions, and Applications in the Synthesis of Novel N-Heterocycles
description	In this thesis, the author introduces two strategies used to construct various types of N-heterocycles, based on the chemistry of zirconacycles and 2,6-diazasemibullvalenes. In the first part, the author presents the development of multi-component cyclization of a zirconacyclobutene-silacyclobutene fused compound, nitriles and unsaturated compounds. These reactions provide synthetically useful methodology for various N-heterocycles such as 3-acyl pyrrole, pyrrolo[3,2-d]pyridazine and dihydropyrroloazepine, which are all difficult to synthesize by other means. The isolation and characterization of the key three-fused-ring Zr/Si-containing intermediates are also described in detail. These results show that the zirconacyclobutene-silacyclobutene fused compound behaves as a “chemical transformer” upon treatment with various substrates via the “coordination-induced skeleton rearrangement” mechanism. In the second part, the author demonstrates the synthesis and isolation of a series of 2,6-diazasemibullvalenes (NSBVs) from the reaction of 1,4-dilithio-1,3-dienes and nitriles, highlighting the significant progress made for the first time in this work: (1) determination of X-ray crystal structure of a substituted 2,6-diazasemibullvalene; (2) measurement of the activation barrier of its rapid intramolecular aza-Cope rearrangement in solution; (3) exploration of several reaction types of NSBV with diverse ring-expansion products and “bowl-shape” or “cage-shape” N-containing polycyclic skeletons; (4) demonstration of the localized structure as the predominant form and the homoaromatic delocalized structure as a minor component in the equilibrium using theoretical analysis. Based on well-founded results, this work sheds new light on this controversial topic.
format	Book
author	Zhang, Shaoguang
author_facet	Zhang, Shaoguang
author_sort	Zhang, Shaoguang
title	The Chemistry of Zirconacycles and 2,6-Diazasemibullvalenes: Synthesis, Structures, Reactions, and Applications in the Synthesis of Novel N-Heterocycles
title_short	The Chemistry of Zirconacycles and 2,6-Diazasemibullvalenes: Synthesis, Structures, Reactions, and Applications in the Synthesis of Novel N-Heterocycles
title_full	The Chemistry of Zirconacycles and 2,6-Diazasemibullvalenes: Synthesis, Structures, Reactions, and Applications in the Synthesis of Novel N-Heterocycles
title_fullStr	The Chemistry of Zirconacycles and 2,6-Diazasemibullvalenes: Synthesis, Structures, Reactions, and Applications in the Synthesis of Novel N-Heterocycles
title_full_unstemmed	The Chemistry of Zirconacycles and 2,6-Diazasemibullvalenes: Synthesis, Structures, Reactions, and Applications in the Synthesis of Novel N-Heterocycles
title_sort	chemistry of zirconacycles and 2,6-diazasemibullvalenes: synthesis, structures, reactions, and applications in the synthesis of novel n-heterocycles
publisher	Springer
publishDate	2015
url	https://scholar.dlu.edu.vn/thuvienso/handle/DLU123456789/58321
_version_	1782533527089184768

The Chemistry of Zirconacycles and 2,6-Diazasemibullvalenes: Synthesis, Structures, Reactions, and Applications in the Synthesis of Novel N-Heterocycles

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