Synthesis and structure of bis- and tris-ferrocene containing N-methylimide foldamers

被引：4

作者：

Kovac, Veronika ^{[2
]}

Semencic, Mojca Cakic ^{[2
]}

Molcanov, Kresimir ^{[1
]}

Sabljic, Igor ^{[1
]}

Ivekovic, Damir ^{[2
]}

Zinic, Mladen ^{[1
]}

Rapic, Vladimir ^{[2
]}

机构：

[1] Rudjer Boskovic Inst, HR-10000 Zagreb, Croatia

[2] Univ Zagreb, Fac Food Technol & Biotechnol, HR-10000 Zagreb, Croatia

来源：

TETRAHEDRON | 2012年 / 68卷 / 38期

关键词：

Ferrocene; N-Methylimides; Foldamers; Helical chirality; Cis-cis conformation; 1'-AMINOFERROCENE-1-CARBOXYLIC ACID; CRYSTAL-STRUCTURE; DERIVATIVES; PEPTIDES;

D O I：

10.1016/j.tet.2012.07.031

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis and conformational analysis of dimer Fc-CO-NMe-CO-Fc (5) and trimer Fc-CO-N-Me-CO-Fn-CO-NMe-CO-Fc (6) have been described. It has been shown by means of spectroscopic studies, X-ray crystallography, and molecular modeling, that these molecules are dominated by cis-cis conformation. Furthermore, we recognized for the first time, that such type of organometallics possess elements of chiral helicity. Their crystal lattices are characterized by pi-pi and CH-pi, intermolecular interactions (5) and by CH center dot center dot center dot O=C intermolecular hydrogen bonds (6). We believe that foldamers 5/6 are stabilized by the special type of aromatic pi-pi interactions between the closer cyclopentadienyl rings of the juxtaposed ferrocene units. (C) 2012 Elsevier Ltd. All rights reserved.

引用

页码：7884 / 7891

页数：8

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