1.1 Porphyrins - Friedrich-Alexander-Universität Erlangen-Nürnberg

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5 Zusammenfassung Da in guten Ausbeuten auch entsprechende Metallkomplexe (z. B. In(III)-53) und kopplungsfähige amino-funktionalisierte Derivate (92) zugänglich sind, ohne dass sich die photophysikalischen Eigenschaften signifikant ändern, konnten anhand dieser Systeme neuartige Photosensibilisierungskonzepte untersucht werden. Z. B. konnte anhand des Konjugats 94 aus Pyropheophorbid a 33 und Zykloketo-Porphyrin 92 gezeigt werden, dass der FÖRSTER Resonanz-Energietransfer in derartige Konzeptionen für die photodynamische Therapie (PDT) implementiert werden kann. Damit werden Anregungswellenlängen und aktive Fenster steuerbar. Ferner legen die Versuche mit Komplexverbindung In(III)-53 nahe, dass Kombinationstherapieformen erschlossen werden können. Die Einbringung eines radioaktiven Metallzentrums (z. B. In-111) kann dabei für die Tumordetektion verwendet werden, während der Ligand als aktiver Sensibilisator eine in situ-Therapierung mittels PDT ermöglicht. Beide Ansätze erscheinen vielversprechend, bedürfen jedoch weiterer Untersuchungen, für welche mit den vorliegenden Ergebnissen der Grundstein gelegt worden ist. 136
Experimental Section 6 6 Experimental Section 6.1 Chemicals, Methods and Equipment Chemicals were purchased from SIGMA-ALDRICH, FLUKA or ACROS ORGANICS and used without further purification unless otherwise stated. Dichloromethane, chloroform and ethyl acetate were freshly distilled from K2CO3, methanol from CaCl2 and acetone from MgSO4. Absolute solvents were dried by common literature procedures and stored under inert gas atmospheres. Spirulina platensis algae were purchased from Spirulife (www.spirulife.de), VitaNatura (www.vitanatura.de) or Xanazon (www.xanazon.de) via Internet. For purification, characterization and further investigations of/on the synthesized compounds, the following methods and equipment were used. Thin Layer Chromatography (TLC) was performed on aluminum sheets coated with silica gel 60 F254 purchased from MERCK. Visualization was performed by using an UV lamp (254 or 366 nm) or by developing (1% KMnO4 in aqueous solution acidified with H2SO4 or elemental bromine). Flash Column Chromatography (FC) was done on silica gel 60 (230-400 mesh, 0.04- 0.063 nm) purchased from either ICN or MACHEREY-NAGEL. Eluents were purified in advance as stated above. NMR spectroscopy was conducted on machines from JEOL (EX 400, GX 400) or BRUKER (AVANCE 300, AVANCE 400). The chemical shifts are given in ppm with the used solvents as references. Multiplicities are denoted “s” (singlet), “d” (doublet), “t” (triplet), “q” (quartet), “m” (multiplet) or as combinations thereof. Signals annexed “br” are not clearly resolved or significantly broadened. Peripheral aryl moieties are referred to as “Ar” whereby primes indicate higher substituted phenyl rings. The raw data was processed by using MESTRE-C or ACD Labs. IR spectroscopy was conducted on an ASI React IR 1000 (Analytical Services Inc.). 137
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Semi-Natural and Synthetic Chiral C
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Die vorliegende Arbeit entstand in
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Table of Contents 1 Introduction 1
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n J j-coupling (constant) with n in
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1 Introduction characteristics. For
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1 Introduction 1.1 Porphyrins - A G
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1 Introduction Especially interesti
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1 Introduction 8 [H] 4 + 4 O H O H
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1 Introduction complexes are usuall
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1 Introduction transitions as it is
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1 Introduction 1.2 Photodynamic The
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1 Introduction Certainly, Photofrin
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1 Introduction intact membranes bei
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1 Introduction components, the limi
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2 State of The Art & Aims They were
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2 State of The Art & Aims 2.2 Aim o
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3 Discussion and Results encapsulat
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3 Discussion and Results diastereot
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3 Discussion and Results 30 E ½ Re
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3 Discussion and Results irradiatio
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3 Discussion and Results 34 R 1 O N
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3 Discussion and Results 3.2.2.1.2
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3 Discussion and Results Table 4. S
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3 Discussion and Results 3.2.2.2 FR
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3 Discussion and Results 3.2.2.3 Ac
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3 Discussion and Results 3.2.3.1 IR
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3 Discussion and Results 3.2.3.2 NM
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3 Discussion and Results 3.2.3.3 Va
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3 Discussion and Results 3.2.3.3.2
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3 Discussion and Results Obviously,
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3 Discussion and Results Like Figur
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3 Discussion and Results utilizatio
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3 Discussion and Results has been d
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3 Discussion and Results other TPP
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3 Discussion and Results (being sup
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3 Discussion and Results other band
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3 Discussion and Results Table 10.
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3 Discussion and Results voltammogr
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3 Discussion and Results 3.2.5 Inhe
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3 Discussion and Results effects 12
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3 Discussion and Results 74 Δθ [m
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3 Discussion and Results 3.2.6.2 10
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3 Discussion and Results vibration
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3 Discussion and Results 3.2.6.4 Sy
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3 Discussion and Results cyanomethy
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3 Discussion and Results 3.2.6.5 Co
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Page 140 and 141: 4 Summary As the characterization d
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Page 166 and 167: 6 Experimental Section EA: C57H56N4
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6 Experimental Section UV/Vis (CH2C
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6 Experimental Section broad signal
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7 References 16 H. Fischer, K. Zeil
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7 References 57 S. Schwartz, K. Abs
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7 References 89 (a) R. C. Fuson, J.
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7 References 131 (a) J. Perdew, Phy
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S. Jasinski, N. Jux, “Investigati
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Ein großer Dank gilt auch den Ange
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Cirruculum vitae Stefan Jasinski Ge
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1.1 Porphyrins - Friedrich-Alexander-Universität Erlangen-Nürnberg

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