Sweet chiral porphyrins as singlet oxygen sensitizers for asymmetric Type II photooxygenation.
Photochem Photobiol Sci
; 10(9): 1431-5, 2011 Sep.
Article
en En
| MEDLINE
| ID: mdl-21487626
ABSTRACT
Carbohydrate-decorated meso-tetraarylporphyrins P-G and P-C were synthesized via Lewis-acid catalyzed condensation of acetylated carbohydrate-substituted benzaldehydes and pyrrole. Their efficiency of singlet oxygen production was compared with the corresponding non-substituted porphyrin. The oxidation of the spin trap molecule TEMP (2,2,6,6-tetramethyl-4-piperidone) by singlet oxygen to TEMPO was measured by ESR spectroscopy, showing higher reaction rates for the sugar porphyrins. These results were corroborate by laser flash photolysis measurements that resulted in higher triplet lifetimes of glucosyl- and cellobiosyl porphyrins in comparison with tetrakis(4-hydroxyphenyl)porphyrin. Low ee was detected in the photooxygenation of ethyl tiglate.
Texto completo:
1
Colección:
01-internacional
Banco de datos:
MEDLINE
Idioma:
En
Revista:
Photochem Photobiol Sci
Asunto de la revista:
BIOLOGIA
/
QUIMICA
Año:
2011
Tipo del documento:
Article
País de afiliación:
Alemania