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石墨烯负载的有机铱簇催化胺的α-烷基化——氢转移反应。

Graphene-supported organoiridium clusters catalyze -alkylation of amines hydrogen borrowing reaction.

作者信息

Chen Tsun-Ren, Chiu Siang-Yu, Lee Wen-Jen, Tsai Yi-Siou, Huang Yu-Sheng

机构信息

Department of Applied Chemistry, National Pingtung University Pingtung City Taiwan

Department of Applied Physics, National Pingtung University Pingtung City Taiwan.

出版信息

RSC Adv. 2024 Nov 4;14(47):35163-35171. doi: 10.1039/d4ra06595f. eCollection 2024 Oct 29.

DOI:10.1039/d4ra06595f
PMID:39497770
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC11533416/
Abstract

Graphene-supported organic iridium clusters (GSOICs) have been designed, prepared, characterized, and used for -alkylation of amines hydrogen borrowing reactions. Structural analysis data (including IR, XPS, TEM and EDS) show that organoiridium clusters are uniformly formed on the surface of graphene, and the grain size of GSOIC is between 1 and 3 nm. After being activated by the auxiliary ligand TMPP (tris(4-methoxyphenyl)phosphine), GSOIC showed excellent catalytic performance for hydrogen borrowing reaction, with its turnover frequency (TOF) reaching 13.67 h. Multi-cycle catalysis shows that the GSOIC/TMPP catalytic system exhibits high stability and reliability, with the turnover number (TON) of each catalytic cycle reaching 328, and the cumulative TON of 10 consecutive catalytic cycles reaching 3280. These systems exhibit excellent -alkylation for a variety of substrates under one-pot conditions without the need for bases, solvents, and other additives, representing a sustainable and environmentally friendly catalytic reaction strategy.

摘要

石墨烯负载的有机铱簇（GSOICs）已被设计、制备、表征，并用于胺的α-烷基化氢转移反应。结构分析数据（包括红外光谱、X射线光电子能谱、透射电子显微镜和能谱分析）表明，有机铱簇均匀地形成在石墨烯表面，GSOIC的粒径在1至3纳米之间。在被辅助配体TMPP（三（4-甲氧基苯基）膦）活化后，GSOIC对氢转移反应表现出优异的催化性能，其转换频率（TOF）达到13.67 h⁻¹。多循环催化表明，GSOIC/TMPP催化体系具有高稳定性和可靠性，每个催化循环的转换数（TON）达到328，连续10个催化循环的累积TON达到3280。这些体系在一锅法条件下对多种底物表现出优异的α-烷基化性能，无需碱、溶剂和其他添加剂，代表了一种可持续且环境友好的催化反应策略。

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