Study on the synthesis and properties of hexaaryl[3]radialenes ヘキサアリール[3]ラジアレン類の合成と物性の研究
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著者
書誌事項
- タイトル
-
Study on the synthesis and properties of hexaaryl[3]radialenes
- タイトル別名
-
ヘキサアリール[3]ラジアレン類の合成と物性の研究
- 著者名
-
榎本, 哲也
- 著者別名
-
エノモト, テツヤ
- 学位授与大学
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大阪大学
- 取得学位
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博士 (理学)
- 学位授与番号
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甲第6175号
- 学位授与年月日
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1998-03-25
注記・抄録
博士論文
目次
- Contents / (0003.jp2)
- Chapter I General introduction / p1 (0005.jp2)
- I-1 Introduction / p1 (0005.jp2)
- 1-2 The purpose of the present studies / p2 (0006.jp2)
- 1-3 Brief review of [3]radialenes / p4 (0007.jp2)
- 1-4 Contents of this thesis / p10 (0010.jp2)
- 1-5 References / p13 (0011.jp2)
- Chapter II Regioselective lithiation and functionalization of bis(2-thienyl)methane and related compounds / p16 (0013.jp2)
- II-1 Introduction / p16 (0013.jp2)
- II-2 Consideration on the acidity of substances relevant to DRL of bis(2-thienyl)methane / p17 (0013.jp2)
- II-3 Regioselective Cα-metalation of bis(2-thienyl)methane: A clean formation and spectral characterization of bis(2-thienyl)methyl anion / p18 (0014.jp2)
- II-4 Effects of bases,solvents,additives,and temperature upon the regioselective lithiation / p21 (0015.jp2)
- II-5 Rationalization of the doubly regioselective lithiation of bis(2-thienyl)methane / p22 (0016.jp2)
- II-6 Reactivity of bis(2-thienyl)methyl anion / p24 (0017.jp2)
- II-7 On the controversial results on the lithiation and formylation of bis(2-thienyl)methane / p25 (0017.jp2)
- II-8 Multiply regioselective lithiation of the related compounds / p25 (0017.jp2)
- II-9 Conclusion / p27 (0018.jp2)
- II-10 Experimental section / p28 (0019.jp2)
- II-11 References / p38 (0024.jp2)
- Chapter III Synthesis of hexaaryl[3]radialenes / p40 (0025.jp2)
- III-1 Introduction / p40 (0025.jp2)
- III-2 Acidity measurements of diarylmethanes / p41 (0025.jp2)
- III-3 Synthesis of hexaaryl[3]radialenes / p44 (0027.jp2)
- III-4 Synthesis of hexaphenyl[3]radialene / p45 (0027.jp2)
- III-5 Conclusion / p46 (0028.jp2)
- III-6 Experimental section / p47 (0028.jp2)
- III-7 References / p54 (0032.jp2)
- Chapter IV Structure and properties of hexaaryl[3]radialenes / p56 (0033.jp2)
- IV-1 Electronic spectra / p56 (0033.jp2)
- IV-2 NMR spectroscopy / p57 (0033.jp2)
- IV-3 Electrochemical property / p60 (0035.jp2)
- IV-4 Molecular structure of hexakis(4-cyanophenyl)[3]radialene / p62 (0036.jp2)
- IV-5 Experimental section / p64 (0037.jp2)
- IV-6 References / p65 (0037.jp2)
- Chapter V Functional group transformation of hexaaryl[3]radialenes / p66 (0038.jp2)
- V-1 Introduction / p66 (0038.jp2)
- V-2 Lithiation and functionalization of hexakis(2-thienyl)[3]radialene / p66 (0038.jp2)
- V-3 Generation of novel carbocation and carboanion containing [3]radialene moiety / p67 (0038.jp2)
- V-4 Pd-catalyzed coupling reaction of hexakis(4-iodophenyl)[3]radialene with terminal alkynes / p70 (0040.jp2)
- V-5 Pd-catalyzed coupling reaction of hexakis(4-bromophenyl)[3]radialene with diarylamine / p71 (0040.jp2)
- V-6 Water-soluble [3]radialene / p74 (0042.jp2)
- V-7 Synthesis of hexaphenyl[3]radialenes with benzyl functionality / p75 (0042.jp2)
- V-8 Conclusion / p76 (0043.jp2)
- V-9 Experimental section / p77 (0043.jp2)
- V-10 References / p86 (0048.jp2)
- Chapter VI Further transfomation of hexakis(4-ethynylphenyl)[3]radialene / p88 (0049.jp2)
- VI-1 Introduction / p88 (0049.jp2)
- VI-2 Lithiation and functionalization / p89 (0049.jp2)
- VI-3 Attempt of oxidative coupling(Eglinton coupling) / p90 (0050.jp2)
- VI-4 Cadiot-Chodkiewicz coupling / p92 (0051.jp2)
- VI-5 Pd-Catalyzed coupling reaction with bromoalkyne / p93 (0051.jp2)
- VI-6 Properties of ethynyl extended hexaphenyl[3]radialenes / p94 (0052.jp2)
- VI-7 Experimental section / p97 (0053.jp2)
- VI-8 References / p100 (0055.jp2)
- Appendix A Study on the acidity of 2(5) proton of thiophenes / p101 (0055.jp2)
- A-1 Introduction / p101 (0055.jp2)
- A-2 Reported pKa of thiophene / p103 (0056.jp2)
- A-3 Measurement of acidity of thiophenes / p103 (0056.jp2)
- A-4 Results and discussion / p104 (0057.jp2)
- A-5 Conclusion / p106 (0058.jp2)
- A-6 Experimental section / p107 (0058.jp2)
- A-7 References / p108 (0059.jp2)
- Appendix B Supplementary data of X-ray crystallography of hexakis(4-cyanophenyl)[3]radialene / p109 (0059.jp2)
- List of publications / p113 (0061.jp2)
- Acknowledgment / p114 (0062.jp2)