Cellulose Oxidation and the Use of Carboxyl Cellulose Metal Complexes in Heterogeneous Catalytic Systems to Promote Suzuki-Miyaura Coupling and C-O Bond Formation Reaction

被引:7
|
作者
Martins, Guilherme B. C. [1 ]
dos Santos, Marcelo R. [1 ]
Rodrigues, Marcus V. R. [1 ]
Sucupira, Renata R. [1 ]
Meneghetti, Luisa [1 ]
Monteiro, Adriano L. [2 ]
Suarez, Paulo A. Z. [1 ]
机构
[1] Univ Brasilia IQ UnB, Inst Quim, Lab Mat & Combustiveis, INCT,CATALISE, Campus Univ Darcy Ribeiro,POB 4478, BR-70904970 Brasilia, DF, Brazil
[2] Univ Fed Rio Grande do Sul, IQ, Lab Catalise Mol, INCT,CATALISE, BR-90040060 Porto Alegre, RS, Brazil
关键词
cellulose modification; TEMPO oxidation; metal ligand; coupling reactions; carboxyl cellulose; TEMPO-MEDIATED OXIDATION; ORGANOBORON DERIVATIVES; ARYL HALIDES; EFFICIENT; CHITOSAN; HYDROLYSIS; LIQUID; WATER; MILD; HECK;
D O I
10.21577/0103-5053.20170051
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
This work shows the modification of microcrystalline cellulose by the selective oxidation of primary hydroxyl groups to carboxylate groups by a 2,2,6,6-tetramethylpiperidine-1-oxyl radical ( TEMPO)-mediated system and its application as a heterogeneous ligand by ionic exchange with catalytic metals ions such as palladium, nickel and copper. Afterwards is described the application of the synthesized material as catalyst in coupling reactions such as Suzuki-Miyaura coupling and C-O bond formation reaction in different conditions, which are of great importance for the synthesis of drugs, natural products and new materials such as dendrimers, liquid crystals and polymers with magnetic and optical properties. The carboxyl cellulose matrix shows to have superior catalytic results as a ligand for all coupling reactions. Can be also highlighted the affinity of the carboxyl cellulose ligand in polar solvents such as water and alcohols and its application in mild conditions.
引用
收藏
页码:2064 / 2072
页数:9
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