Journal
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY
Volume 17, Issue -, Pages 2477-2487Publisher
BEILSTEIN-INSTITUT
DOI: 10.3762/bjoc.17.164
Keywords
black phosphorus; click chemistry; heterogeneous photocatalyst; near infrared; phosphorene
Categories
Funding
- Council of Higher Education of Turkey
- TUBITAK 2211-A National Graduate Scholarship
- Council of Higher Education (CoHE)
- Scientific and Technological Research Council of Turkey (TUBITAK) [CoHE/100-2000, TUBITAK 2211-C]
- Scientific and Technological Research Council of Turkey [120C121]
- Istanbul Technical University Research Fund [42851]
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In this study, a novel synthetic methodology for the photoinduced CuAAC reaction utilizing exfoliated two-dimensional black phosphorus nanosheets as photocatalysts under white LED and near-IR light irradiation was presented. The ability to initiate CuAAC reactions by BPNs was successfully demonstrated, leading to the synthesis of different macromolecular structures such as functional polymers, cross-linked networks, and block copolymers.
The development of long-wavelength photoinduced copper-catalyzed azide-alkyne click (CuAAC) reaction routes is attractive for organic and polymer chemistry. In this study, we present a novel synthetic methodology for the photoinduced CuAAC reaction utilizing exfoliated two-dimensional (2D) few-layer black phosphorus nanosheets (BPNs) as photocatalysts under white LED and near-IR (NIR) light irradiation. Upon irradiation, BPNs generated excited electrons and holes on its conduction (CB) and valence band (VB), respectively. The excited electrons thus formed were then transferred to the Cu-II ions to produce active Cu-1 catalysts. The ability of BPNs to initiate the CuAAC reaction was investigated by studying the reaction between various low molar mass alkyne and azide derivatives under both white LED and NIR light irradiation. Due to its deeper penetration of NIR light, the possibility of synthesizing different macromolecular structures such as functional polymers, cross-linked networks and block copolymer has also been demonstrated. The structural and molecular properties of the intermediates and final products were evaluated by spectral and chromatographic analyses.
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