Schmaderer, Harald and Bhuyan, Mouchumi and König, Burkhard (2009) Synthesis of rigidified flavin–guanidinium ion conjugates and investigation of their photocatalytic properties. Beilstein Journal of Organic Chemistry 5 (26), online.
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Flavin chromophores can mediate redox reactions upon irradiation by blue light. In an attempt to increase their catalytic efficacy, flavin derivatives bearing a guanidinium ion as oxoanion binding site were prepared. Chromophore and substrate binding site are linked by a rigid Kemp’s acid structure. The molecular structure of the new flavins was confirmed by an X-ray structure analysis and their photocatalytic activity was investigated in benzyl ester cleavage, nitroarene reduction and a Diels–Alder reaction. The modified flavins photocatalyze the reactions, but the introduced substrate binding site does not enhance their performance.
|Institutions:||Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Burkhard König|
|Keywords:||flavin; guanidine; Kemp’s acid; photocatalysis; template|
|Subjects:||500 Science > 540 Chemistry & allied sciences|
|Created at the University of Regensburg:||Yes|
|Deposited On:||23 Jun 2009 15:10|
|Last Modified:||24 Oct 2012 10:31|