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Opis

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.§

Szczegóły książki

Kategoria Książki po angielsku Mathematics & science Physics Materials / States of matter

• Pełny tytuł: Chemistry of Zirconacycles and 2,6-Diazasemibullvalenes
• Podtytuł: Synthesis, Structures, Reactions, and Applications in the Synthesis of Novel N-Heterocycles
• Autor: Shaoguang Zhang
• Język: Angielski
• Oprawa: Twarda
• Liczba stron: 173
• EAN: 9783662450208
• ISBN: 3662450208
• ID: 05340874
• Wydawca: Springer-Verlag Berlin and Heidelberg GmbH & Co. KG
• Waga: 438 g
• Wymiary: 166 × 334 × 18 mm
• Data wydania: 06. November 2014

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