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20-fluoromethylpyropheophorbide: The first synthesis of a fluorine-substituted derivative of chlorophyll

โœ Scribed by Tomasz J. Michalski; Evan H. Appelmann; Michael K. Bowman; Jerry E. Hunt; James R. Norris; Therese M. Cotton; Lydia Raser

Book ID
104228480
Publisher
Elsevier Science
Year
1990
Tongue
French
Weight
288 KB
Volume
31
Category
Article
ISSN
0040-4039

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โœฆ Synopsis

Synthesis and properties of the previously unknown

20-F methylpyropheophorbide 2, prepared by electrophilic substitution with cesium fluoroxysulfate CsSO,F 5. are described. Spectroscopic studies of the influence of the jluorine atom on electronic properties of C-20 substituted chlorins are presented. Properties of 2 are compared with those of C-20 H-, CI-. and Br-substituted derivatives. Chlorophyll-containing complexes involved in energy transfer in ip vivq and ~ systems are often difficult to crystallize. Consequently, there is an interest in the synthesis of NMR probes that can be used to study their structures.

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