Journal article
Modular synthesis of triaroylbenzene-derived crownophanes
Tetrahedron, Vol.61(22), pp.5363-5371
2005
DOI: 10.1016/j.tet.2005.03.072
Abstract
An isomeric series of homologous crownophanes (i.e., macrocycles possessing structural features of crown ethers and cyclophanes) has been prepared via a concise and modular synthetic route. Macrocyclization is achieved in reasonable yield during the course of an enaminone-triggered benzannulation with bis(aryl ethynyl ketone) reaction partners. The crownophanes examined were active alkali cation binding agents in the gas phase, but failed to exhibit ionophoric properties in solution. On the basis of X-ray crystallographic analysis, it is concluded that the cyclophane framework of these macrocycles is too large and rigid to allow efficient interaction with the cations examined.
Graphical Abstract
Details
- Title: Subtitle
- Modular synthesis of triaroylbenzene-derived crownophanes
- Creators
- F. Christopher PiggeFatemeh GhasediAngela V SchmittMayuri K DigheNigam P Rath
- Resource Type
- Journal article
- Publication Details
- Tetrahedron, Vol.61(22), pp.5363-5371
- Publisher
- Elsevier Ltd
- DOI
- 10.1016/j.tet.2005.03.072
- ISSN
- 0040-4020
- eISSN
- 1464-5416
- Language
- English
- Date published
- 2005
- Academic Unit
- Radiology; Chemistry
- Record Identifier
- 9984216710002771
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