88047-09-0Relevant academic research and scientific papers
Synthesis of crown analogs derived from bisnaphthol
Kumar, Sukeerthi,Mashraqui, Sabir H.
, p. 348 - 351 (2007/10/03)
Bisnaphthol 1, a readily accessible bifunctional phenol, has been cyclocondensed with tosylates 2, 3 and 4 under KOH/THF condition to provide 1:1 dinaphthano crowns 5, 6 and 7, respectively. The later is detosylated with LiAlH4 to provide 8. Macrocyclization of 1 with m-xylylene dibromide 9 and p-xylylene dibromide 10 affords 3:3 condensed macrocycles 11 and 12, respectively. The structures are supported by elemental analysis, mass and NMR spectral data.
Ligands for the Alkali Metals. Part 7. Synthesis and Characterisation of Crown Ether Macrocycles Containing the Di-1-naphthylmethyl Unit as a Novel Steric Barrier
Lockhart, Joyce C.,McDonnell, Martin B.,Tyson, Philip D.
, p. 2153 - 2160 (2007/10/02)
The first examples of crown ethers in which each end of the ether strand is fixed to one blade of a molecular propeller (a dinaphthylmethane) have been synthesised.The resultant steric barriers have been found to slow crown-flexing sufficiently for kinetic processes to be observed with 1H or 13C n.m.r. in the temperature range 200-270 K. vic-Coupling constants for the ethylene oxide segments at ambient temperature indicate a very low proportion of trans-conformer in the conformational mix.The crowns also complex with the alkali cations in solution.
