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Development and investigation of novel transition metal mediated reactions in porphyrin chemistry
Horn, Sabine
THESIS 9285 The aim of this work was to extend the number of existing pathways for the synthesis of porphyrins. The focus was directed towards the development and investigation of new transition metal catalysed reactions in porphyrin chemistry. These methods could then be used for the synthesis of distinct porphyrin systems for various applications. A new pathway was discovered and investigated for the synthesis of acroleinylporphyrins. These compounds serve as precursors for the synthesis of benzochlorins which are highly promising candidates for photodynamic therapy. The new synthetic method included the conversion of allylporphyrins into nickel(II) acroleinylporphyrins in good yields via a nickel(II) mediated reaction. It demonstrates the first example of a nickel catalysed reaction in porphyrin chemistry. This methodology could be applied to aryl- and alkyl-substituted porphyrins with different substitution patterns. However, it was found to be limited to the meso-position of either free-base or nickel(Il) metallated porphyrins. Nevertheless, the developed method offered a good alternative to the existing pathways for the synthesis of acroleinylporphyrins.
Keyword(s): Chemistry, Ph.D.; Ph.D. Trinity College Dublin
Publication Date:
2009
Type: Doctoral thesis
Peer-Reviewed: Unknown
Language(s): English
Institution: Trinity College Dublin
Citation(s): Sabine Horn, 'Development and investigation of novel transition metal mediated reactions in porphyrin chemistry', [thesis], Trinity College (Dublin, Ireland). School of Chemistry, 2009, pp 188
Publisher(s): Trinity College (Dublin, Ireland). School of Chemistry
Supervisor(s): Senge, Mathias
First Indexed: 2016-12-01 08:13:18 Last Updated: 2016-12-01 08:13:18