Dianin's compound

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Dianin's compound

Dianin's compound is 4-p-hydroxyphenyl-2,2,4-trimethylchroman and invented by A.P. Dianin in 1914 [1]. This compound is a condensation isomer of bisphenol A and acetone and of special importance in host-guest chemistry because it can form a large variety of clathrates with suitable guest molecules. One example is the clathrate of Dianin's compound with morpholine [2]. Slow evaporation of a solution containing both organic compounds yields crystals. Each asymmetric unit cell making up the crystal contains 6 chroman molecules of which two are deprotonated and 2 protonated morpholine molecules. The 6 chroman molecules are racemate pairs.






[edit] References

  1.   A.P. Dianin, J. Russ. Phys. Chem. Soc., 1914, 36, 1310
  2.   Enclathration of morpholinium cations by Dianin's compound: salt formation by partial host-to-guest proton transfer Gareth O. Lloyd, Martin W. Bredenkamp and Leonard J. Barbour Chemical Communications, 2005, (32), 4053 - 4055 Abstract