by Chun Wing Lai. / Thesis submitted in: August 2002. / Thesis (M.Phil.)--Chinese University of Hong Kong, 2003. / Includes bibliographical references (leaves 87-92). / Abstracts in English and Chinese. / ACKNOWLEDMENTS --- p.1 / CONTENTS --- p.2 / ABTRACT --- p.5 / Chapter CHAPTER 1 --- INTRODUCTION --- p.7 / Chapter 1.1 --- General background --- p.7 / Chapter 1.2 --- Synthesis of tetraphenylene and its derivatives --- p.8 / Chapter 1.2.1 --- From electrophililc aromatic substitution --- p.9 / Chapter 1.2.2 --- From biphenylene pyrolysis --- p.10 / Chapter 1.2.3 --- From aryl halide coupling --- p.13 / Chapter 1.2.4 --- From bis-acetylene --- p.15 / Chapter 1.2.5 --- Synthesis of tetraphenylenes fused with carbocycles and heterocycles --- p.17 / Chapter 1.3 --- Inversion barrier of tetraphenylenes --- p.21 / Chapter 1.4 --- Clathrate inclusion properties of tetraphenylene and its derivatives --- p.27 / Chapter 1.5 --- Tetraphenylenols --- p.33 / Chapter CHAPTER 2 --- RESULTS AND DISCUSSION / Chapter 2.1 --- Aim of the present work --- p.38 / Chapter 2.2 --- "Retrosynthetic studies on 1,4,5,8,9,12,13,16-octahydroxytetraphenylene" --- p.39 / Chapter 2.2.1 --- "1,4,5,8-tetramethoxybiphenylene approach" --- p.39 / Chapter 2.2.2 --- "2,2'-diiodo-3,3',6,6'-tetramethoxybiphenyl approach" --- p.42 / Chapter 2.3 --- "Preparation of 1,4,5,8-tetramethoxybiphenylene" --- p.44 / Chapter 2.3.1 --- "From 2-amino-3,6-dimethoxybenzoic acid" --- p.44 / Chapter 2.3.2 --- "From l-amino-4,7-dimethoxybenzotriazole" --- p.47 / Chapter 2.4 --- "Synthesis of 1,4,5,8,9,12,13,16-octamethoxytetraphenylene from 1,4,5,8-tetramethoxybiphenylene" --- p.50 / Chapter 2.5 --- "Synthesis of 2,2'-diiodo-3,3',6,6'-tetramethoxybiphenyl" --- p.51 / Chapter 2.6. --- "Synthesis of 1,4,5,8,9,12,13,16-octamethoxytetraphenylene from 2,2，-diiodo-3,3 ',6,6' -tetramethoxybiphenyl" --- p.53 / Chapter 2.7 --- Synthesis of other tetraphenylene derivatives --- p.57 / Chapter 2.8 --- X-ray crystallographic studies of tetraphenylene derivatives --- p.59 / Chapter 2.8.1 --- "X-ray crystallographic studies of 1,4,5,8,9,12,13,16-octamethoxytetraphenylene" --- p.59 / Chapter 2.8.2 --- "X-Ray crystallographic studies of 1,4,5,8,9,12,13,16-octahydroxytetraphenylene" --- p.61 / Chapter 2.9 --- "Electrochemical properties of 1,4,5,8,9,12,13,16-octamethoxytetraphenylene and l,4,5,8,9,12,13,16-octahydro-l,4,5,8,9,12,13,16-octaoxo- tetraphenylene" --- p.62 / Chapter 2.9.1 --- "Electrochemical properties of 1,4,5,8,9,12,13,16-octamethoxytetraphenylene" --- p.65 / Chapter 2.9.2 --- "Electrochemical properties of 1,4,5,8,9,12,13,16-octahydro-1,4,5,8,9,12,13,16-octaoxo- tetraphenylene" --- p.66 / Chapter CHAPTER 3 --- CONCLUSION --- p.69 / Chapter CHAPTER 4 --- EXPERIMENTAL SECTION --- p.70 / REFERENCES --- p.87 / APPENDICES --- p.93 / Chapter I. --- List of NMR spectra --- p.95 / Chapter II. --- List of cyclic voltammetric data --- p.109 / Chapter III. --- List of X-ray crystallographic data --- p.111

Yang, Bi Bo. / Thesis submitted in: October 2007. / Thesis (M.Phil.)--Chinese University of Hong Kong, 2008. / Includes bibliographical references (leaves 58-64). / Abstracts in English and Chinese. / ABSTRACT --- p.iii / ABBREVIATIONS --- p.vi / INTRODUCTION --- p.1 / Chapter 1.1 --- General background --- p.1 / Chapter 1.1.1 --- Cyclooctatetraene --- p.1 / Chapter 1.1.2 --- Benzannelated cyclooctatetraenes --- p.2 / Chapter 1.1.3 --- Cyclooctatrienyne --- p.4 / Chapter 1.1.4 --- Benzannelated cyclooctatrienynes --- p.4 / Chapter 1.2 --- "Tetrabenzo[a,c,e,g]cyclooctatetraene (tetraphenylene) (1)" --- p.7 / Chapter 1.2.1 --- Ring inversion barrier of tetraphenylenes --- p.8 / Chapter 1.2.2 --- Inclusion properties of tetraphenylenes --- p.9 / Chapter 1.3 --- Synthetic methods for tetraphenylene (1) and its derivatives --- p.10 / Chapter 1.3.1 --- Electrophilic aromatic substitution on tetraphenylenes --- p.10 / Chapter 1.3.2 --- Diels-Alder reactions of cyclooctadienediyne --- p.11 / Chapter 1.3.3 --- Pyrolysis of biphenylene --- p.12 / Chapter 1.3.4 --- Transition metal complexes-promoted ring expansion-dimerization of biphenylene --- p.13 / Chapter 1.3.5 --- "Coupling of 2,2'-dihalobiphenyls" --- p.14 / Chapter 1.4 --- Applications of tetraphenylene derivatives as functional materials --- p.17 / Chapter 1.4.1 --- Tetraphenylene derivatives employed as molecular devices --- p.17 / Chapter 1.4.2 --- Tetraphenylene derivatives employed as building blocks for liquid crystals --- p.18 / Chapter 1.5 --- Tetraphenylenols as building blocks for molecular scaffolds --- p.18 / RESULTS AND DISCUSSION --- p.23 / Chapter 2.1 --- "Synthesis of 1,4,5,16-tetrahydroxytetraphenylene (68)" --- p.23 / Chapter 2.1.1 --- "Preparation of 1,10-dimethoxydibenzo[a,e]cyclooctene (82)" --- p.25 / Chapter 2.1.2 --- "Preparation of 1,12-dimethoxytribenzo[a,c,e]cyclooctene (97)" --- p.28 / Chapter 2.1.3 --- "Preparation of 1,4-endoxo-1,4-dihydro-5,l6- dimethoxytetraphenylene (81)" --- p.31 / Chapter 2.1.4 --- "Preparation of 1,4,5,16-tetrahydroxytetraphenylene (68)" --- p.33 / Chapter 2.2 --- Molecular scaffold consisting of tetraphenylenol 68 and (S)-(BINAP)PtC03 --- p.36 / Chapter 2.3 --- "Preparation of 1,4,5,16-tetracyanotetraphenylene (77)" --- p.37 / CONCLUSION --- p.40 / EXPERIMENTAL --- p.41 / REFERENCES --- p.58 / APPENDICES --- p.65

Thesis (Ph. D.)--University of Texas at Austin, 2007. / Vita. Includes bibliographical references.

Thesis (Ph. D.)--University of Washington, 2001. / Vita. Includes bibliographical references (leaves 185-190).

Thesis Ph. D., University of Hong Kong. / Includes reprints of 2 papers entitled Structural and mechanistic studies of co-ordination compounds. Part II ... by C.K. Poon and H.W. Tong, from the Journal of the Chemical Society (A), 1971, and Structural and mechanistic studies of co-ordination compounds. Part V ... by K.S. Mok and others, from the Journal of the Chemical Society (Dalton), 1972.

Thesis (M. Sc.)--University of Hong Kong, 1970. / Typewritten.

Thesis--Ph. D., University of Hong Kong. / Typewritten.

Whilst there are a large number of C-C bond forming reactions available for the construction of heterocycles a number of these protocols require the use of stoichiometric organometallic reagents. Since heterocycles are present in the vast majority of pharmaceutical agents the ability to forge these structures efficiently with a minimal amount of stoichiometric metallic waste is important. With this in mind we initiated a series of projects that focus on the use of [pi]-unsaturates to serve as surrogates to toxic, air and moisture sensitive nucleophilic organometallic reagents utilized in traditional C-C bond forming reactions. This has allowed us to develop catalytic couplings of vinyl azines to imines to form branched amines, to couplings of dimethylallene to isatin forming a tert-prenyl hydroxy oxindole and this neopentyl alcohol can be substituted with C-nucleophiles forming two contiguous quaternary all-carbon centers in our synthetic studies tert-prenyl indole alkaloid natural products. / text

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