Citation: Wenqiang Ma, Sikun Zhang, Liang Xu, Bingjie Zhang, Guoping Li, Bin Rao, Mingming Zhang, Gang He. Pyrene-tethered bismoviologens for visible light-induced C(sp³)–P and C(sp²)–P bonds formation[J]. Chinese Chemical Letters, ;2023, 34(6): 107958. doi: 10.1016/j.cclet.2022.107958 shu

Pyrene-tethered bismoviologens for visible light-induced C(sp³)–P and C(sp²)–P bonds formation

Wenqiang Ma ^a ,
Sikun Zhang ^a ,
Liang Xu ^a ,
Bingjie Zhang ^a ,
Guoping Li ^a ,
Bin Rao ^{b, *,} ,
Mingming Zhang ^c ,
Gang He ^{a, *,}

a.
Key Laboratory of Thermo-Fluid Science and Engineering of Ministry of Education, School of Energy and Power Engineering, Frontier Institute of Science and Technology, Xi'an Jiaotong University, Xi'an 710054, China
b.
School of Chemistry, Xi'an Key Laboratory of Sustainable Energy Materials Chemistry, Xi'an Jiaotong University, Xi'an 710049, China
c.
School of Materials Science and Engineering, Xi'an Jiaotong University, Xi'an 710049, China

robin616@mail.xjtu.edu.cn

ganghe@mail.xjtu.edu.cn

Received Date: 21 June 2022
Revised Date: 22 October 2022
Accepted Date: 26 October 2022
Available Online: 3 November 2022

Figures(6)

Developing efficient photosensitizers for C–P bond construction is highly important and remains a challenge due to the urgently needed for the synthesis of modified nucleosides, nucleotides, and other phosphine-containing ligands. Herein, two pyrene-tethered bismoviologen derivatives (Py-BiV²⁺) were designed and synthesized for visible-light-induced C–P bonds formation. The photochemical and electrochemical properties of Py-BiV²⁺ were studied systemically, certifying fine-tunable opto-electronic properties through the number of pyrene groups (4, n = 1; 6, n = 2). The prepared Py-BiV²⁺ showed strong light absorption, while retaining good redox features and chromic response features that were inherent to viologens. 4 exhibited accelerated photoinduced electron transfer in the presence of the electron donor (pyrene) and the generated 4' (radical cation) showed higher stability. Accordingly, Py-BiV²⁺ directly served as photosensitizers for the first time in the visible-light-induced C(sp³)–P and C(sp²)–P bonds formation. As expected, these novel viologen derivatives exhibited good catalytic performance and good substrate expansibility under ambient conditions.
- Viologen,
- Electrochromism,
- C–P bonds,
- Photocatalysis,
- Bismuth
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沈阳化工大学材料科学与工程学院沈阳 110142

Pyrene-tethered bismoviologens for visible light-induced C(sp3)–P and C(sp2)–P bonds formation

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通讯作者: 陈斌, bchen63@163.com

Pyrene-tethered bismoviologens for visible light-induced C(sp³)–P and C(sp²)–P bonds formation