[Pd0(N,N-chelate)(olefin)] complexes containing nitrogen chelates derived from carbohydrates and their use in mild hydrogenation of olefins in water

被引:29
作者
Borriello, C
Ferrara, ML
Orabona, I
Panunzi, A
Ruffo, F
机构
[1] Univ Naples Federico II, Dipartimento Chim, I-80134 Naples, Italy
[2] Univ Naples Federico II, Fac Agr, I-80134 Naples, Italy
来源
JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS | 2000年 / 15期
关键词
D O I
10.1039/b003167o
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
New nitrogen chelates of formula 6-R-C5H3NCH=NR'-2 and R'N=CHCH=NR' (R=H or Me; R'=2,3,4,6-tetra-O-acetyl-beta-D-glucopyranose residue) were prepared. The nitrogen donor atom is directly linked to a chiral carbon, i.e. the C1 atom of the sugar ring. The ability of the ligands to induce enantioselective co-ordination of prochiral olefins was assessed by preparing palladium(0) complexes of formula [Pd(N,N-chelate)(olefin)]. Hydrophilic complexes obtained by deprotection of the hydroxy groups of the sugar residue were used for hydrogenating alkenes in water. The course of the reaction is strongly influenced by pH, and homogeneous hydrogenation of the double bond takes place only under basic conditions.
引用
收藏
页码:2545 / 2550
页数:6
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