Cu(I)(2,5,8,11-tetramethyl-2,5,8,11-tetraazadodecane)+ as a catalyst for Ullmann's reaction

被引:12
作者
Rusonik, I [1 ]
Cohen, H
Meyerstein, D
机构
[1] Ben Gurion Univ Negev, Dept Chem, Beer Sheva, Israel
[2] Nucl Res Ctr Negev, IL-84190 Beer Sheva, Israel
[3] Coll Judea & Samaria, Dept Biol Chem, Ariel, Israel
关键词
D O I
10.1039/b210018p
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
Cu(I)L complexes catalyze the Ullmann reaction 2-BrC6H4CO2- + H2O-->2- HOC6H4CO2- + Br- + H+ however the process is slow and undesirable yields of benzoic acid and diphenoic acid are formed. The optimal ligand, L, for this catalyst should enhance the rate of the process, probably via shifting the redox potential of the Cu(II/I) couple cathodically, inhibit the formation of the diphenoic acid, probably via steric hindrance, and of benzoic acid probably via buffering the solution at pH>7. The results demonstrate that Cu(I)( 2,5,8,11-tetramethyl-2,5,8,11-tetraazadodecane)(+), i.e. Cu(I) with a ligand which fulfils these requirements, is a very good catalyst for this process with a selectivity of >97% and high turnover numbers.
引用
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页码:2024 / 2028
页数:5
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