Calix[4]arene-based Zn2+ complexes as shape- and size-selective catalysts of ester cleavage

被引：27

作者：

Cacciapaglia, R

Casnati, A

Mandolini, L

Reinhoudt, DN

Salvio, R

Sartori, A

Ungaro, R

机构：

[1] Univ Roma La Sapienza, Dipartimento Chim, I-00185 Rome, Italy

[2] Univ Roma La Sapienza, CNR, Sez Meccanismi Reaz, IMC, I-00185 Rome, Italy

[3] Univ Parma, Dipartimento Chim Organ & Ind, I-43100 Parma, Italy

[4] Univ Twente, Lab Supramol Chem & Technol, MESA Res Inst, NL-7500 AE Enschede, Netherlands

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2005年 / 70卷 / 14期

关键词：

D O I：

10.1021/jo050196r

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The kinetics of methanolysis of a number of esters endowed with a carboxylate anchoring group have been investigated in the presence of di- and trinuclear Zn2+ complexes of calix[4]arenes functionalized at the upper rim with nitrogen ligands. The results (i) emphasize the importance of a good match between ester size and intermetal distance, (ii) reveal a substrate independent superiority of the 1,2-vicinal dinuclear catalyst 1-Zn-2 to its 1,3-distal regioisomer 2-Zn-2, and (iii) provide further evidence for the concurrence of the three metal ions of 3-Zn-3 in the catalytic mechanism.

引用

收藏

页码：5398 / 5402

页数：5

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