Chemistry of acenes: syntheses, characterizations and reactions.
2,3,9,10-Tetrakis(trimethylsilyl)pentacene (169) and a series of its derivatives were synthesized. In addition, their structures, physical properties and reactions were fully studied. Longer substituted heptacenequinone 219 was synthesized and used to synthesize the heptacene derivative. === Chapte...
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ndltd-cuhk.edu.hk-oai-cuhk-dr-cuhk_3441522019-02-19T03:39:40Z Chemistry of acenes: syntheses, characterizations and reactions. CUHK electronic theses & dissertations collection Organic compounds--Synthesis 2,3,9,10-Tetrakis(trimethylsilyl)pentacene (169) and a series of its derivatives were synthesized. In addition, their structures, physical properties and reactions were fully studied. Longer substituted heptacenequinone 219 was synthesized and used to synthesize the heptacene derivative. Chapter 2 concerns the aim of our research work and strategy. Soluble 2,3,9,10-tetrakis(trimethylsilyl)pentacene (169) and its deriva- tives 171-182, bulky o-carboranyl substituted pentacene derivative 190 and 6-chloro-2,3,9,10-tetrakis(trimethylsilyl)pentacene (192 ) were successfully synthesized. In addition, Diels-Alder reactions of 2,3,9,10- tetrakis(trimethylsilyl)pentacene (169) and 6-chloro-2,3,9,10-tetrakis- (trimethylsilyl)pentacene (192) with different dienophiles were carried out. Sterically hindered and unreactive 6-chloro-2,3,9,10-tetrakis(trimethylsilyl)pentacene (192) underwent coupling reaction with Grignard reagent in the presence of a nickel complex affording coupling product 208 and pentacene dimer 209 as a Wurtz-like coupled product. In addition, 2,3,11,12-tetrakis(trimethylsilyl)-7,16-bis(trimethylsilylethynyl)heptacene (220) was found to dimerize very readily with a head-to-tail structure confirmed by an X-ray diffraction study. Chapter 4 is the experimental section. In Chapter 1, a brief introduction of properties, applications, syntheses and reactions of pentacene is given. In addition, the chemistry of heptacene is also presented. In Chapter 3, a brief conclusion is provided. Wang, Yuman. "September 2007." Source: Dissertation Abstracts International, Volume: 69-08, Section: B, page: 4765. Thesis (Ph.D.)--Chinese University of Hong Kong, 2007. Includes bibliographical references (p. 128-147). Electronic reproduction. Hong Kong : Chinese University of Hong Kong, [2012] System requirements: Adobe Acrobat Reader. Available via World Wide Web. Electronic reproduction. [Ann Arbor, MI] : ProQuest Information and Learning, [200-] System requirements: Adobe Acrobat Reader. Available via World Wide Web. Abstracts in English and Chinese. School code: 1307. Wang, Yuman. Chinese University of Hong Kong Graduate School. Division of Chemistry. 2007 Text theses electronic resource microform microfiche 1 online resource (v, 231 p. : ill.) cuhk:344152 isbn: 9780549774785 http://library.cuhk.edu.hk/record=b6074519 eng chi Use of this resource is governed by the terms and conditions of the Creative Commons “Attribution-NonCommercial-NoDerivatives 4.0 International” License (http://creativecommons.org/licenses/by-nc-nd/4.0/) http://repository.lib.cuhk.edu.hk/en/islandora/object/cuhk%3A344152/datastream/TN/view/Chemistry%20of%20acenes%20%3A%20syntheses%2C%20characterizations%20and%20reactions.jpghttp://repository.lib.cuhk.edu.hk/en/item/cuhk-344152 |
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Organic compounds--Synthesis Chemistry of acenes: syntheses, characterizations and reactions. |
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2,3,9,10-Tetrakis(trimethylsilyl)pentacene (169) and a series of its derivatives were synthesized. In addition, their structures, physical properties and reactions were fully studied. Longer substituted heptacenequinone 219 was synthesized and used to synthesize the heptacene derivative. === Chapter 2 concerns the aim of our research work and strategy. Soluble 2,3,9,10-tetrakis(trimethylsilyl)pentacene (169) and its deriva- tives 171-182, bulky o-carboranyl substituted pentacene derivative 190 and 6-chloro-2,3,9,10-tetrakis(trimethylsilyl)pentacene (192 ) were successfully synthesized. In addition, Diels-Alder reactions of 2,3,9,10- tetrakis(trimethylsilyl)pentacene (169) and 6-chloro-2,3,9,10-tetrakis- (trimethylsilyl)pentacene (192) with different dienophiles were carried out. Sterically hindered and unreactive 6-chloro-2,3,9,10-tetrakis(trimethylsilyl)pentacene (192) underwent coupling reaction with Grignard reagent in the presence of a nickel complex affording coupling product 208 and pentacene dimer 209 as a Wurtz-like coupled product. In addition, 2,3,11,12-tetrakis(trimethylsilyl)-7,16-bis(trimethylsilylethynyl)heptacene (220) was found to dimerize very readily with a head-to-tail structure confirmed by an X-ray diffraction study. === Chapter 4 is the experimental section. === In Chapter 1, a brief introduction of properties, applications, syntheses and reactions of pentacene is given. In addition, the chemistry of heptacene is also presented. === In Chapter 3, a brief conclusion is provided. === Wang, Yuman. === "September 2007." === Source: Dissertation Abstracts International, Volume: 69-08, Section: B, page: 4765. === Thesis (Ph.D.)--Chinese University of Hong Kong, 2007. === Includes bibliographical references (p. 128-147). === Electronic reproduction. Hong Kong : Chinese University of Hong Kong, [2012] System requirements: Adobe Acrobat Reader. Available via World Wide Web. === Electronic reproduction. [Ann Arbor, MI] : ProQuest Information and Learning, [200-] System requirements: Adobe Acrobat Reader. Available via World Wide Web. === Abstracts in English and Chinese. === School code: 1307. |
author2 |
Wang, Yuman. |
author_facet |
Wang, Yuman. |
title |
Chemistry of acenes: syntheses, characterizations and reactions. |
title_short |
Chemistry of acenes: syntheses, characterizations and reactions. |
title_full |
Chemistry of acenes: syntheses, characterizations and reactions. |
title_fullStr |
Chemistry of acenes: syntheses, characterizations and reactions. |
title_full_unstemmed |
Chemistry of acenes: syntheses, characterizations and reactions. |
title_sort |
chemistry of acenes: syntheses, characterizations and reactions. |
publishDate |
2007 |
url |
http://library.cuhk.edu.hk/record=b6074519 http://repository.lib.cuhk.edu.hk/en/item/cuhk-344152 |
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1718977579771232256 |