Design of a Heterogeneous Catalyst Based on Cellulose Nanocrystals for Cyclopropanation: Synthesis and Solid-State NMR Characterization

被引：52

作者：

Liu, Jiquan ^{[1
]}

Plog, Andreas ^{[2
]}

Groszewicz, Pedro ^{[1
]}

Zhao, Li ^{[1
]}

Xu, Yeping ^{[1
]}

Breitzke, Hergen ^{[1
]}

Stark, Annegret ^{[3
]}

Hoffmann, Rudolf ^{[4
]}

Gutmann, Torsten ^{[1
]}

Zhang, Kai ^{[5
,6
]}

Buntkowsky, Gerd ^{[1
]}

机构：

[1] Tech Univ Darmstadt, Eduard Zintl Inst Inorgan Chem & Phys Chem, D-64287 Darmstadt, Germany

[2] Tech Univ Darmstadt, Ctr Smart Interfaces, D-64287 Darmstadt, Germany

[3] Univ KwaZulu Natal, Sch Engn, Coll Agr Engn & Sci, Durban, South Africa

[4] Tech Univ Darmstadt, Eduard Zintl Inst Inorgan Chem & Phys Chem, D-64287 Darmstadt, Germany

[5] Tech Univ Darmstadt, Ernst Berl Inst Chem Engn & Macromol Sci, D-64287 Darmstadt, Germany

[6] Univ Gottingen, Wood Technol & Wood Chem, D-37077 Gottingen, Germany

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2015年 / 21卷 / 35期

关键词：

cellulose; cyclization; nanoparticles; rhodium; supported catalysts; ASYMMETRIC CYCLOPROPANATION; POROUS HOSTS; IMMOBILIZATION; NANOPARTICLES; SUPPORT; INSERTION; STRATEGY; BEHAVIOR; STYRENE;

D O I：

10.1002/chem.201501151

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Heterogeneous dirhodium(II) catalysts based on environmentally benign and biocompatible cellulose nanocrystals (CNC-Rh-2) as support material were obtained by ligand exchange between carboxyl groups on the CNC surface and Rh-2(OOCCF3)(4), as was confirmed by solid-state F-19 and C-13 NMR spectroscopy. On average, two CF3COO- groups are replaced during ligand exchange, which is consistent with quantitative analysis by a combination of F-19 NMR spectroscopy and thermogravimetry. CNC-Rh-2 catalysts performed well in a model cyclopropanation reaction, in spite of the low dirhodium(II) content on the CNC surface (0.23 mmolg(-1)). The immobilization through covalent bonding combined with the separate locations of binding positions and active sites of CNC-Rh-2 guarantees a high stability against leaching and allows the recovery and reuse of the catalyst during the cyclopropanation reaction.

引用

页码：12414 / 12420

页数：7

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