Jozef Hodyl PhD Thesis - Theses - Flinders University

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Si-GPS-[Cd(Trac)(o-hydroxybenzoate)](ClO 4 )17 24,5 3 6 1Anionic GuestHostHost-GuestSi-GPS-[Cd(Trac)(3,4,5-trihydroxybenzoate)](ClO 4 )OH groups on either C4 or C6 could behydrogen bonded to OH group on C5 . . . 4 and 6OHin the guest spectrum could be interchanged.HO654OH156 4323321COOAnionic GuestHostHost-Guest161
Si-GPS-[Cd(Trac)(2,5-diydroxybenzoate)](ClO 4 )1 7 45,3,6 2Anionic GuestHostHost-GuestSi-GPS-[Cd(DiPTrac)(2,6-dihdroxybenzoate)](ClO 4 )1 354 2Anionic GuestHostHost-Guest162
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Silica Immobilised MetalIon Activat
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ABSTRACTImmobilisation of functiona
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DECLARATIONI certify that this thes
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EtOHGPDMSGPDMESGPSGPTSethanolglycid
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CHAPTER ONEINTRODUCTION
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The focus of this work was to prepa
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sequestering anions has proved to b
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ange of pH due to its high basicity
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nitrophenol or p-nitrophenolate wit
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It has been shown by NMR and crysta
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within the cavity of a p-tert-butyl
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60 in 0.5% DMSO-MeCN (v/v). 82 The
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synthesised bi- tri- and tetra - π
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adopt a trans-III conformation, whe
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amide oxygen atoms on the pendant a
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apparent there is, nonetheless, evi
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However, hetero-N-substitution on t
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Si-OH +- OH SiO - + H 2 OFor surfac
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35This material was obtained with a
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OOSiOHOROR OSiOHOOOSiOSiOSiOSiOSiOS
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Tetraaza metal complexes immobilise
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CHAPTER TWOSYNTHESIS OF MACROCYCLIC
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In addition, successful immobilisat
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3233Figure 2.3Reaction of 3-(glycid
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The methodology chosen was adapted
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agreed with literature values. 109R
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XS HO O H61, n = 262, n = 3n+ClOSO6
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anhydrous ethanol, Scheme 2.7. The
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75Figure 2.5 Structure of (S)-(-)-p
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metal ion coordination the pendant
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CHAPTER THREEGUEST MOLECULE INCLUSI
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3.1 where K A is the association, o
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0.5cχG∆δ∆δGbaχ GFigure 3.1S
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χG∆δ∆δGFigure 3.4 Job's Plot
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The downfield movement of the guest
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arm framework. The relative magnitu
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This phenomenon correlates well wit
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non-classical hydrogen bonding is g
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The full set of logK values obtaine
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such that they would indicate precl
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CHAPTER 4MODIFICATION OF THE SILICA
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Chemical modification of the silica
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GPTSGPDMESFigure 4.4Schematic depic
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GPS, 33, linker material with an ex
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free νOHτSiOHνSi-O-SiδH 2 Oasym
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224, 225the surface silanol groups.
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esonances, the spectrum for Si-GPS-
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increase in surface coverage from t
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and, more so due to the larger size
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CHAPTER 5METAL ION UPTAKE STUDIES W
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Scheme 5.1 Metal(II) ion coordinati
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linker material, Si-GPS, 33; endcap
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[Cd(Trac)](ClO 4 ) 2 , 94, or Si-GP
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CHAPTER 6GUEST MOLECULE INCLUSION S
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and D-histidinate. Guest inclusion
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Table 6.2Percent inclusion data for
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contains two hydroxy groups in the
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methoxy group, as portrayed by the
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these guest molecules with receptor
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only about half of that taken up by
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Percent inclusion values for these
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Table 6.7Percent guest inclusion of
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6.1.7 Guest inclusion studies with
Page 129 and 130: A1 3542Neutral GuestBAnionic GuestH
Page 131 and 132: A1 46 7532 Anionic Guest8BCHostHost
Page 133 and 134: extent, meta-positioned hydroxy gro
Page 135 and 136: δ obs (ppm)6.2146.2136.2126.2116.2
Page 137 and 138: CHAPTER 7EXPERIMENTAL7.1 General Ex
Page 139 and 140: inding constants (logK values) and
Page 141 and 142: delay time of 4 s. 13 C CPMAS NMR s
Page 143 and 144: C, -CH 2 - CH 2 OSO 2 ); 68.11 (1 C
Page 145 and 146: A solution of 69 (2.00 g, 10.1 mmol
Page 147 and 148: Bn, meta); 127.79 (1 C, Bn, para);
Page 149 and 150: added in a single portion. The mixt
Page 151 and 152: dioxane): δ 158.67 (1 C, C=O); 135
Page 153 and 154: 1-(benzyloxycarbonyl)-4,7,10-tris-(
Page 155 and 156: 1,4,7-tris-((S)-2-hydroxy-3-phenoxy
Page 157 and 158: 1,4,7-tris(S)-2-hydroxy-3-[4-((2-(2
Page 159 and 160: 1,4,7-tris(S)-2-hydroxy-3-[4-(2-(2-
Page 161 and 162: 1-(2-hydroxypropyl)-4,7,10-tris-((S
Page 163 and 164: 7.11 Preparation of the silica mate
Page 165 and 166: To a suspension of 33 (1.48 g, 1.1
Page 167 and 168: gel-like suspension that was cooled
Page 169 and 170: Si-GPS-Tri-Trac, 4545The title comp
Page 171 and 172: APPENDIX ABINDING CONSTANT DETERMIN
Page 173 and 174: 1.01000.880δ obs (ppm)0.60.4logK =
Page 175 and 176: APPENDIX BDETERMINATION OF STOICHIO
Page 177 and 178: 0.5χG∆δGFigure B.2χ GSimulated
Page 179: 13 C CPMAS NMR SPECTRA OF SOME HIGH
Page 183 and 184: REFERENCES
Page 185 and 186: 15. D. Tzalis and Y. Tor, Tetrahedr
Page 187 and 188: 42. A. P. Davis and R. S.Wareham, A
Page 189 and 190: 69. R. J. Bergeron, M. A. Channing
Page 191 and 192: 93. C. B. Smith, A. K. W. Stephens,
Page 193 and 194: 118. D. D. Dischino, E. J. Delaney,
Page 195 and 196: 144. X. Huang, X. Chang, Q. He, Y.
Page 197 and 198: 169. J. M. Klunder, T. Onami and K.
Page 199 and 200: 197. K. A. Connors, Binding Constan
Page 201 and 202: 221. J. Blumel, J. Am. Chem. Soc.,
Page 203: 247. W. Likussar and D. F. Botz, An
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Jozef Hodyl PhD Thesis - Theses - Flinders University

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