29953-21-7Relevant academic research and scientific papers
Synthesis of Calixfuran Macrocycles and Evidence for Gas-phase Ammonium Ion Complexation
Musau, Richard M.,Whiting, Andrew
, p. 2881 - 2888 (2007/10/02)
Furan and 2-hydroxymethylfuran reacted under Lewis acidic conditions to yield oligomeric furylmethane compounds 5 and 6.Difurylmethane 5 was also obtained via the reaction of 2-furyllithium with bromochloromethane or reaction with 2-furaldehyde, followed by in situ reduction of the resulting lithium alkoxide with sodium boranuide-trifluoroacetic acid mixture.The trimeric furan compound 6a could also be prepared from furyllithium by a similar route.Oligomers 5 and 6 were utilised for a subsequent Lewis acid-catalysed cyclisation to afford calixfurans, i.e. cyclic tetramer 2a, and small quantities of the cyclic pentamer 2b, hexamer 2c and octamer 2e.Traces of cyclic heptamer 2d could also be detected under certain conditions.Chemical ionisation mass spectrometry using ammonia gas demonstrates that the calixfurans and their acyclic precursors are capable of chelating hydrogen and ammonium ions in the gas phase.
The Synthesis of Furan-derived Calixarenes
Musau, Richard M.,Whiting, Andrew
, p. 1029 - 1031 (2007/10/02)
Furan and 2-hydroxymethylfuran were reacted under Lewis acidic oligomeric precursors, for a subsequent Lewis acid catalysed cyclisation to afford the furan based calixarenes, i.e. cyclic tetramer 2a, and small quantities of the cyclic pentamer 2b, hexamer 2c and octamer 2d.
Syntheses of Tetraoxaquaterene Derivatives
Tanaka, Sanae,Tomokuni, Hidehiko
, p. 991 - 994 (2007/10/02)
Several new dimethyl and tetramethyl tetraoxaquaterenes, 3d and 3e, have been prepared in order to synthesize the oxygen analogues of porphyrin.The reaction between furan and a ketone using an acidic catalyst gave the cyclic tetramer, tetraquaterene, and oligomers.On the other hand, in the case of furan and the aldehyde, only linear oligomers were isolated.The condensation of furan-containing dimers with carbonyl compounds, both ketone and aldehyde, except formaldehyde, gave the tetraoxaquaterene.In the case of formaldehyde, the yield of cyclic tetramer was neglijable.
