Capture and Release of Singlet Oxygen in Coordination-Driven Self-Assembled Organoplatinum(II) Metallacycles.

Autor:	He YQ; Institute of BioPharmaceutical Research , Liaocheng University , 1 Hunan Road , Liaocheng , Shandong 252059 , China.; Department of Chemistry , University of Utah , 315 South 1400 East, Room 2020 , Salt Lake City , Utah 84112 , United States., Fudickar W; Department of Chemistry , University of Potsdam , Karl-Liebknecht-Strasse 24-25 , 14476 Potsdam , Germany., Tang JH; Department of Chemistry , University of Utah , 315 South 1400 East, Room 2020 , Salt Lake City , Utah 84112 , United States., Wang H; Department of Chemistry , University of South Florida , 4202 East Fowler Avenue , Tampa , Florida 33620 , United States., Li X; Department of Chemistry , University of South Florida , 4202 East Fowler Avenue , Tampa , Florida 33620 , United States., Han J; Institute of BioPharmaceutical Research , Liaocheng University , 1 Hunan Road , Liaocheng , Shandong 252059 , China., Wang Z; Institute of BioPharmaceutical Research , Liaocheng University , 1 Hunan Road , Liaocheng , Shandong 252059 , China., Liu M; Institute of BioPharmaceutical Research , Liaocheng University , 1 Hunan Road , Liaocheng , Shandong 252059 , China., Zhong YW; Key Laboratory of Photochemistry, Beijing National Laboratory for Molecular Sciences, CAS Research/Education Center for Excellence in Molecular Sciences , Institute of Chemistry, Chinese Academy of Sciences , Beijing 100190 , China., Linker T; Department of Chemistry , University of Potsdam , Karl-Liebknecht-Strasse 24-25 , 14476 Potsdam , Germany., Stang PJ; Department of Chemistry , University of Utah , 315 South 1400 East, Room 2020 , Salt Lake City , Utah 84112 , United States.
Jazyk:	angličtina
Zdroj:	Journal of the American Chemical Society [J Am Chem Soc] 2020 Feb 05; Vol. 142 (5), pp. 2601-2608. Date of Electronic Publication: 2020 Jan 23.
DOI:	10.1021/jacs.9b12693
Abstrakt:	Singlet oxygen ( 1 O 2 ), as an important active reagent, has found wide applications in photodynamic therapy (PDT), synthetic chemistry, and materials science. Organic conjugated aromatics serving as hosts to capture and release singlet oxygen have been systematically investigated over the last decades. Herein, we present a [6 + 6] organoplatinum(II) metallacycle by using ∼180° dipyridylanthracene donor and ∼120° Pt(II) acceptor as the building blocks, which enables the capture and release of singlet oxygen with relatively high photooxygenation and thermolysis rate constants. The photooxygenation of the metallacycle to the corresponding endoperoxide was performed by sensitized irradiation, and the resulting endoperoxide is stable at room temperature and can be stored under ambient condition over months. Upon simple heating of the neat endoperoxide under inert atmosphere at 120 °C for 4 h, the resulting endoperoxide can be reconverted to the corresponding parent form and singlet oxygen. The photooxygenation and thermolysis products were characterized by NMR spectroscopy and electrospray ionization time-of-flight mass spectrometric analysis. Density functional theory calculations were conducted in order to reveal the frontier molecular orbital interactions and reactivity. This work provides a new material platform for singlet oxygen related promising applications.
Databáze:	MEDLINE
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