Journal
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 136, Issue 6, Pages 2192-2195Publisher
AMER CHEMICAL SOC
DOI: 10.1021/ja4083599
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Funding
- National Science Foundation [NSF-CHE-1058794]
- ConvEne-IGERT [NSF-DGE 0801627]
- UCSB Graduate Division
- PIRE-ECCI [NSF-OISE-0968399]
- IRES-ECCI [NSF-OISE-1065581]
- Direct For Mathematical & Physical Scien [1058794] Funding Source: National Science Foundation
- Division Of Chemistry [1058794] Funding Source: National Science Foundation
- Office Of The Director
- Office Of Internatl Science &Engineering [0968399, 1065581] Funding Source: National Science Foundation
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Carbon disulfide, a potentially therapeutic small molecule, is generated via oxidative cleavage of 1,1-dithiooxalate (DTO) photosensitized by CdSe quantum dots (QDs). Irradiation of DTO-QD conjugates leads to lambda(irr) independent photooxidation with a quantum yield of similar to 4% in aerated pH 9 buffer solution that drops sharply in deaerated solution. Excess DTO is similarly decomposed, indicating labile exchange at the QD surfaces and a photocatalytic cycle. Analogous photoreaction occurs with the O-tert-butyl ester (BuDTO)-Bu-t in nonaqueous media. We propose that oxidation is initiated by hole transfer from photoexcited QD to surface DTO and that these substrates are a promising class of photocleavable ligands for modifying QD surface coordination.
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