Citation: Xiaolong Qi, Xueli Lv, Lin Gao, Jiwen Jiao, Minyan Wang, Xiaoming Wang. Dinuclear Ni enabled reductive diarylation of dienes: Intramolecular comproportionation as the key mechanistic driver[J]. Chinese Chemical Letters, ;2026, 37(9): 112189. doi: 10.1016/j.cclet.2025.112189 shu

Dinuclear Ni enabled reductive diarylation of dienes: Intramolecular comproportionation as the key mechanistic driver

Xiaolong Qi ^{a, 1} ,
Xueli Lv ^{b, 1} ,
Lin Gao ^a ,
Jiwen Jiao ^a ,
Minyan Wang ^{b, *,} ,
Xiaoming Wang ^{a, c, d, e, *,}

a.
State Key Laboratory of Organometallic Chemistry and Shanghai Hongkong Joint Laboratory in Chemical Synthesis, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, Shanghai 200032, China
b.
State Key Laboratory of Coordination Chemistry, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing 210093, China
c.
School of Chemistry and Materials Science, Hangzhou Institute for Advanced Study, University of Chinese Academy of Sciences, Hangzhou 310024, China
d.
School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang 453007, China
e.
Ningbo Zhongke Creation Center of New Materials, Ningbo 315899, China

wangmy@nju.edu.cn

xiaoming@sioc.ac.cn

Received Date: 6 September 2025
Revised Date: 12 November 2025
Accepted Date: 26 November 2025
Available Online: 29 November 2025

Figures(6)

The variable oxidation states of nickel catalysts play an essential yet elusive role in reductive coupling reactions, wherein the rapid conversion of nickel species with different oxidation states into Ni^Ⅰ has been recognized as a crucial factor in controlling the catalytic turnover and inhibiting side reactions. Beyond the popular strategies for reductive (re)generation of Ni^Ⅰ species, spontaneous comproportionation of Ni⁰ and Ni^Ⅱ species can form Ni^Ⅰ during catalysis, which is an approach holding great promises yet still relatively underexplored in catalysis. Herein, we transform the intermolecular comproportionation into an entropically more favorable intramolecular pathway by taking advantage of a tetradentate nitrogen ligand (dppn), which effectively brings two catalytic Ni centers in close proximity. This strategy enables ready generation of catalytically active Ni^Ⅰ species for reductive diarylation of dienes with aryl iodides using Mn as the terminal reductant. Mechanistic studies reveal that the dppn ligand facilitates the assembly of a dinickel complex, where one nickel acts as the catalytic site for oxidative addition and coupling while the other nickel functions as an electron reservoir. The intramolecular comproportionation pathway establishes a robust strategy for accessing the often fleeting and elusive Ni^Ⅰ intermediates critical in forging C–C bonds in the reductive coupling reactions.
- Comproportionation,
- Difunctionalization,
- Dinuclear nickel,
- Reductive coupling,
- Tetradentate nitrogen ligand
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沈阳化工大学材料科学与工程学院沈阳 110142