803-17-8Relevant articles and documents
Photoinduced Dearomatizing Three-Component Coupling of Arylphosphines, Alkenes, and Water
Masuda, Yusuke,Tsuda, Hiromu,Murakami, Masahiro
, p. 3551 - 3555 (2021)
A unique photoinduced reaction that couples a triarylphosphine, an alkene, and water to produce 2-(cyclohexa-2,5-dienyl)ethylphosphine oxide is reported herein. The alkene inserts into a C(aryl)?P bond of the arylphosphine, the aryl ring is dearomatized into the cyclohexadienyl ring, and the phosphorus is oxidized. The three components are all readily available, and their intermolecular coupling significantly increases molecular complexity. The products formed are applicable to the Wittig olefination.
Self-assembly of Amphiphilic Porphyrins To Construct Nanoparticles for Highly Efficient Photodynamic Therapy
Jiang, Meiyu,Wu, Jiasheng,Liu, Weimin,Ren, Haohui,Zhang, Wenjun,Lee, Chun-Sing,Wang, Pengfei
, p. 11195 - 11204 (2021/06/01)
Hydrophobic photosensitizers greatly affect cell permeability and enrichment in tumors, but they cannot be used directly for clinical applications because they always aggregate in water, preventing their circulation in the blood and accumulation in tumor
Synthesis of Azaylide-Based Amphiphiles by the Staudinger Reaction
Kishida, Natsuki,Suzuki, Hayate,Toyota, Shinji,Yamashina, Masahiro,Yoshizawa, Michito
supporting information, p. 17915 - 17919 (2021/07/09)
Catalyst- and reagent-free reactions are powerful tools creating various functional molecules and materials. However, such chemical bonds are usually hydrolysable or require specific functional groups, which limits their use in aqueous media. Herein, we report the development of new amphiphiles through the Staudinger reaction. Simple mixing of chlorinated aryl azide with a hydrophilic moiety and various triarylphosphines (PAr3) gave rise to azaylide-based amphiphiles NPAr3, rapidly and quantitatively. The obtained NPAr3 formed ca. 2 nm-sized spherical aggregates (NPAr3)n in water. The hydrolysis of NPAr3 was significantly suppressed as compared with those of non-chlorinated amphiphiles nNPAr3. Computational studies revealed that the stability is mainly governed by the decrease in LUMO around the phosphorus atom owing to the o-substituted halogen groups. Furthermore, hydrophobic dyes such as Nile red and BODIPY were encapsulated by the spherical aggregates (NPAr3)n in water.