Tuning the size of macrocyclic cavities in trianglimine macrocycles

Tuning the size of macrocyclic cavities in trianglimine macrocycles

The synthesis of aromatic dicarboxaldehydes is described along with their reactivity in the [3 + 3] cyclocondensation reaction with (1R,2R)-diaminocyclohexane to give trianglimine macrocycles. In particular, the scope and limitation of the reaction with regard to complete control of the cavity size...

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Veröffentlicht in:Organic & biomolecular chemistry 2005-05, Vol.3 (10), p.1911-1921
Hauptverfasser: Kuhnert, Nikolai, Burzlaff, Nicolai, Patel, Chirag, Lopez-Periago, Ana
Format: Artikel
Sprache:eng
Schlagworte:
Aldehydes - chemistry
Magnetic Resonance Spectroscopy
Spectrometry, Mass, Electrospray Ionization
Spectrophotometry, Infrared
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Zusammenfassung:The synthesis of aromatic dicarboxaldehydes is described along with their reactivity in the [3 + 3] cyclocondensation reaction with (1R,2R)-diaminocyclohexane to give trianglimine macrocycles. In particular, the scope and limitation of the reaction with regard to complete control of the cavity size of the macrocycles is discussed producing a total of 11 macrocycles with different cavity sizes ranging from 9 to 23 angstroms.
ISSN:1477-0520
1477-0539
DOI:10.1039/b417941b