Rao Ming, Fan Chunying, Ji Jiecheng, Liang Wenting, Wei Lingling, Zhang Dongjing, Yan Zhiqiang, Wu Wanhua, Yang Cheng
Key Laboratory of Green Chemistry & Technology of Ministry of Education, College of Chemistry, State Key Laboratory of Biotherapy, West China Hospital, Sichuan University, Chengdu 610064, China.
School of Pharmacy, Health Science Center, Xi'an Jiaotong University, Xi'an 710061, China.
ACS Appl Mater Interfaces. 2022 May 11;14(18):21453-21460. doi: 10.1021/acsami.2c02313. Epub 2022 Apr 29.
Singlet chiral photocatalysis is highly challenging. Herein, we report fluorescence resonance energy transfer (FRET)-based chiral photocatalysis with γ-cyclodextrin (CD)-grafted lanthanide-doped upconverted nanoparticles (UCNP). The CD-modified UCNP strongly emits in the UV wavelength region upon excitation with a 980 nm laser, which selectively sensitizes the photosubstrates complexed by CD on the surface of UCNP through FRET. Therefore, enantiodifferentiating photocyclodimerization of anthracene or naphthalene derivatives sensitized by the CD-modified UCNP gives photoproducts in good enantioselectivity even in the presence of a catalytic amount of CD-modified UCNP. Moreover, the photocatalysts are readily separated and could be reused for at least six cycles without decreasing the enantioselectivity.
单线态手性光催化极具挑战性。在此，我们报道了基于荧光共振能量转移（FRET）的手性光催化，其采用了接枝有γ-环糊精（CD）的镧系掺杂上转换纳米粒子（UCNP）。用980 nm激光激发时，CD修饰的UCNP在紫外波长区域强烈发光，通过FRET选择性地使在UCNP表面与CD络合的光底物敏化。因此，即使存在催化量的CD修饰的UCNP，由CD修饰的UCNP敏化的蒽或萘衍生物的对映体选择性光环二聚反应也能以良好的对映选择性生成光产物。此外，光催化剂易于分离，并且可以重复使用至少六个循环而不降低对映选择性。
