6533b871fe1ef96bd12d222d

RESEARCH PRODUCT

Tetranitroresorcin[4]arene: synthesis and structure of a new stereoisomer

N. Kodiah BeyehKari Rissanen

subject

Crystallography1h nmr spectroscopychemistry.chemical_compoundchemistryYield (chemistry)Electrospray ionizationOrganic ChemistryDrug DiscoverySolid-stateAcetaldehydeDirect reactionBiochemistrySingle crystal

description

The direct reaction between 2-nitroresorcinol and acetaldehyde in alkaline medium yields tetranitro-C1-resorcin[4]arene in a moderate 8.2% overall yield which was characterized by single crystal X-ray crystallography, 1H NMR spectroscopy and electrospray ionization mass spectrometry (ESI-MS). In solution and in the solid state, the product adopts a unique, thermally stable and unprecedented rcct-boat conformation.

https://doi.org/10.1016/j.tetlet.2009.10.075