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Synthesis and characterization of sq...

The University of Texas at San Antonio., Chemistry.

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Synthesis and characterization of square-planar gold(III) complexes with various ligands.

Record Type:	Electronic resources : Monograph/item
Title/Author:	Synthesis and characterization of square-planar gold(III) complexes with various ligands./
Author:	Motley, Denise Michelle.
Description:	75 p.
Notes:	Adviser: Judith Walmsley.
Contained By:	Masters Abstracts International47-01.
Subject:	Chemistry, Inorganic. -
Online resource:	http://pqdd.sinica.edu.tw/twdaoapp/servlet/advanced?query=1458074
ISBN:	9780549738497

Synthesis and characterization of square-planar gold(III) complexes with various ligands.
Motley, Denise Michelle.

Synthesis and characterization of square-planar gold(III) complexes with various ligands. - 75 p.

Adviser: Judith Walmsley.

Thesis (M.S.)--The University of Texas at San Antonio, 2008.

Gold(III) complexes are of interest due to their potential as antitumor agents. A series of [Au(en)]3+ complexes have been prepared. [Au(en)Cl2]Cl·2H2O was used as a starting material for most reactions. It is soluble in water, only slightly soluble in ethanol, and hydrolyzes at pH 3.9 and above. This project consisted of three parts. In the initial studies, depurination was observed in acidic solutions of 2'-deoxyguanosine (dGuo) and 2'-deoxyguanosine-5'-monophosphate (dGMP) in the presence or absence of [Au(en)Cl2]+. In the presence of [Au(en)Cl2]+, product was also formed immediately; this suggested the reaction might have progressed with unprotonated dGuo or dGMP. The competing depurination reaction of unreacted protonated dGuo and dGMP in the mixture was observed over time regardless of the presence of [Au(en)Cl2]+. According to 1H NMR solution studies [Au(en)Cl2]+ bonds to the N7 of dGuo, dGMP, and guanosine-5'-monophosphate (GMP), each in a 1:1 mole ratio with [Au(en)Cl2]+. Although reaction was immediate in each case upon addition, attainment of equilibrium was slow in some cases. Elemental analysis of the solids obtained from the reaction of [Au(en)Cl 2]OTf with GMP revealed the formula [Au(en)(GMP]OTf, confirming it was a 1:1 complex. In contrast elemental analysis suggested the reaction with dGMP corresponded to the [Au(en)(dGMP)2]Cl3 complex rather than the [Au(en)(dGMP)]Cl3 formula suggested by 1H NMR spectroscopy. The second study investigated the reactivity of [Au(en)Cl2]+ with the bridging ligands (4,4'-bipyridine (4,4'-bipy), trans-1,2-bis-(4-pyridyl)ethylene ( tBPE), and GMP) to determine if cyclic species could be obtained. Protonation of the nitrogens of 4,4'-bpy was also observed in crystals obtained from reactions of [Au(en)Cl2]+ and 4,4'-bpy in acidic aqueous solutions. The use of non-aqueous solutions or higher pH provided some stabilization of the ligands (dGuo, dGMP, 4,4'-bpy). 1H NMR and IR spectroscopy of the complexes formed with [Au(en)Cl2] + gave details of complexation to the ligands. [Au(en)Cl2] + reacted with tBPE or 4,4'-bpy to form multiple species and the possible formation of a cyclic complex after extended periods of time. Each of the complexes formed with tBPE or 4,4'-bpy exhibited a 1H NMR spectrum typical for a symmetric structure, indicating each of the nitrogens of the bridging ligand was bonded to [Au(en)Cl2]+. In the third study Na[AuCl 4] was mixed with 1,2-bis(diphenylphosphino)ethane (dppe) to form a white crystalline solid that corresponded to a 3:2 Au(III)--dppe complex according to its elemental analysis. 1H NMR solution studies indicated a complex was formed, however the type of complex in solution was unknown. [Au(en)Cl2]NO3 was synthesized in order for reactions to be performed in non-aqueous solutions. Its structure was obtained by the single-crystal X-ray diffraction method. The complex has square planar geometry about Au(III) and the anionic NO3 is located in the apical position and at a distance of 2.999(5) A´ (compared to 2.2667(18) and 2.2833(17) A´ for the coordinated Cl-). The compound belongs to the space group Pbca with a = 10.3380(11) A´, b = 8.2105(7) A´, c = 19.625(2), and Z = 8.

ISBN: 9780549738497Subjects--Topical Terms:

517253
Chemistry, Inorganic.

Synthesis and characterization of square-planar gold(III) complexes with various ligands.
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035 $a (UMI)AAI1458074
035 $a AAI1458074
040 $a UMI $c UMI
100 1 $a Motley, Denise Michelle. $3 1043224
245 1 0 $a Synthesis and characterization of square-planar gold(III) complexes with various ligands.
300 $a 75 p.
500 $a Adviser: Judith Walmsley.
500 $a Source: Masters Abstracts International, Volume: 47-01, page: 0374.
502 $a Thesis (M.S.)--The University of Texas at San Antonio, 2008.
520 $a Gold(III) complexes are of interest due to their potential as antitumor agents. A series of [Au(en)]3+ complexes have been prepared. [Au(en)Cl2]Cl·2H2O was used as a starting material for most reactions. It is soluble in water, only slightly soluble in ethanol, and hydrolyzes at pH 3.9 and above. This project consisted of three parts. In the initial studies, depurination was observed in acidic solutions of 2'-deoxyguanosine (dGuo) and 2'-deoxyguanosine-5'-monophosphate (dGMP) in the presence or absence of [Au(en)Cl2]+. In the presence of [Au(en)Cl2]+, product was also formed immediately; this suggested the reaction might have progressed with unprotonated dGuo or dGMP. The competing depurination reaction of unreacted protonated dGuo and dGMP in the mixture was observed over time regardless of the presence of [Au(en)Cl2]+. According to 1H NMR solution studies [Au(en)Cl2]+ bonds to the N7 of dGuo, dGMP, and guanosine-5'-monophosphate (GMP), each in a 1:1 mole ratio with [Au(en)Cl2]+. Although reaction was immediate in each case upon addition, attainment of equilibrium was slow in some cases. Elemental analysis of the solids obtained from the reaction of [Au(en)Cl 2]OTf with GMP revealed the formula [Au(en)(GMP]OTf, confirming it was a 1:1 complex. In contrast elemental analysis suggested the reaction with dGMP corresponded to the [Au(en)(dGMP)2]Cl3 complex rather than the [Au(en)(dGMP)]Cl3 formula suggested by 1H NMR spectroscopy. The second study investigated the reactivity of [Au(en)Cl2]+ with the bridging ligands (4,4'-bipyridine (4,4'-bipy), trans-1,2-bis-(4-pyridyl)ethylene ( tBPE), and GMP) to determine if cyclic species could be obtained. Protonation of the nitrogens of 4,4'-bpy was also observed in crystals obtained from reactions of [Au(en)Cl2]+ and 4,4'-bpy in acidic aqueous solutions. The use of non-aqueous solutions or higher pH provided some stabilization of the ligands (dGuo, dGMP, 4,4'-bpy). 1H NMR and IR spectroscopy of the complexes formed with [Au(en)Cl2] + gave details of complexation to the ligands. [Au(en)Cl2] + reacted with tBPE or 4,4'-bpy to form multiple species and the possible formation of a cyclic complex after extended periods of time. Each of the complexes formed with tBPE or 4,4'-bpy exhibited a 1H NMR spectrum typical for a symmetric structure, indicating each of the nitrogens of the bridging ligand was bonded to [Au(en)Cl2]+. In the third study Na[AuCl 4] was mixed with 1,2-bis(diphenylphosphino)ethane (dppe) to form a white crystalline solid that corresponded to a 3:2 Au(III)--dppe complex according to its elemental analysis. 1H NMR solution studies indicated a complex was formed, however the type of complex in solution was unknown. [Au(en)Cl2]NO3 was synthesized in order for reactions to be performed in non-aqueous solutions. Its structure was obtained by the single-crystal X-ray diffraction method. The complex has square planar geometry about Au(III) and the anionic NO3 is located in the apical position and at a distance of 2.999(5) A´ (compared to 2.2667(18) and 2.2833(17) A´ for the coordinated Cl-). The compound belongs to the space group Pbca with a = 10.3380(11) A´, b = 8.2105(7) A´, c = 19.625(2), and Z = 8.
590 $a School code: 1283.
650 4 $a Chemistry, Inorganic. $3 517253
690 $a 0488
710 2 0 $a The University of Texas at San Antonio. $b Chemistry. $3 1043223
773 0 $t Masters Abstracts International $g 47-01.
790 $a 1283
790 1 0 $a Kurtz, Donald M $e committee member
790 1 0 $a Negrete, George R $e committee member
790 1 0 $a Walmsley, Judith, $e advisor
791 $a M.S.
792 $a 2008
856 4 0 $u http://pqdd.sinica.edu.tw/twdaoapp/servlet/advanced?query=1458074