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Supramolecular carriers of singlet oxygen: Photosensitized formation and thermal decomposition of endoperoxides in the presence of cyclodextrins

Paper ID Volume ID Publish Year Pages File Format Full-Text
28288 44068 2008 9 PDF Available
Title
Supramolecular carriers of singlet oxygen: Photosensitized formation and thermal decomposition of endoperoxides in the presence of cyclodextrins
Abstract

Water-soluble 2,7-disulfonato-9,10-diphenylanthracene (2,7-dsDPA) and 2,6-disulfonato-9,10-diphenylanthracene (2,6-dsDPA) react with singlet oxygen O2(1Δg) produced by photosensitized reaction and form thermostable endoperoxides. The thermal decomposition of endoperoxides at higher temperatures (60–150 °C) leads to the production of O2(1Δg). 2,7-dsDPA, 2,6-dsDPA and corresponding endoperoxides 2,7-dsDPAO2, 2,6-dsDPAO2 form 1:1 host–guest complexes with native cyclodextrins (CDs) and 2-hydroxypropylated cyclodextrins (hpCDs). The binding constants (102–104 M−1) depend on the cavity size and the functionalization of the primary face of CDs. The thermal stabilities of both endoperoxides in host–guest complexes with CDs and hpCDs are highly increased.

Keywords
βCD; γCD; hpCD, (, γ and 2-hydroxypropylated cyclodextrin; DPA, 9,10-diphenylanthracene; 2,6-dsDPA, 2,6-disulfonato-9,10-diphenylanthracene; 2,7-dsDPA, 2,7-disulfonato-9,10-diphenylanthracene; dsDPA and dsDPAO2, disulfonato derivatives of 9,10-diphenylant
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Supramolecular carriers of singlet oxygen: Photosensitized formation and thermal decomposition of endoperoxides in the presence of cyclodextrins
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Publisher
Database: Elsevier - ScienceDirect
Journal: Journal of Photochemistry and Photobiology A: Chemistry - Volume 195, Issue 1, 5 March 2008, Pages 1–9
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Bioengineering
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Don't Miss Today's Special Offer
Price was $35.95
You save - $31
Price after discount Only $4.95
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