A1 Journal article (refereed)
Synthesis and X-Ray Structure of Amide based Macrocycles, Catenanes and Prezelane (2001)

Li, Q., Vogel, E., Parham, A., Nieger, M., Bolte, M., Fröhlich, R., Saarenketo, P., Rissanen, K., & Vögtle, F. (2001). Synthesis and X-Ray Structure of Amide based Macrocycles, Catenanes and Prezelane. European Journal of Organic Chemistry, 2001(21), 4041-4049. https://doi.org/10.1002/1099-0690(200111)2001:21%3C4041::AID-EJOC4041%3E3.0.CO;2-7

JYU authors or editors

Publication details

All authors or editors: Li, Qian Yi; Vogel, Erik; Parham, Amir Hossain; Nieger, Martin; Bolte, Michael; Fröhlich, Roland; Saarenketo, Pauli; Rissanen, Kari; Vögtle, Fritz

Journal or series: European Journal of Organic Chemistry

ISSN: 1434-193X

eISSN: 1099-0690

Publication year: 2001

Volume: 2001

Issue number: 21

Pages range: 4041-4049

Publisher: Wiley

Publication country: Germany

Publication language: English

DOI: https://doi.org/10.1002/1099-0690(200111)2001:21%3C4041::AID-EJOC4041%3E3.0.CO;2-7

Publication open access: Not open

Publication channel open access: 

Abstract

The syntheses and crystal structure studies of amide-based catenanes derived from m-phenylene diacrylic acid and 5-acetoxy isophthalic acid (17% and 3% yield of 4a and 4b resp.) and octalactam macrocycles (21% yield of 3) are described. Hydrogen bonding patterns play a key role in the formation of the different conformations of octalactam 3. The crystal structures of 3 reveal a number of hydrogen-bonding interactions between the macrocycle and two different solvent molecules, which are presumably responsible for the different conformations. Furthermore, we report the X-ray structure of a catenane, which was converted into a “pretzelane” by bridging two phenolic hydroxy groups with a p-xylylene unit.

Free keywords: X-ray structure

Contributing organizations

Ministry reporting: Yes

Preliminary JUFO rating: Not rated