Synthesis and Alkali-Metal-Ion Complexation of P-Stereogenic Diphosphacrowns

DOI IR (HANDLE) HANDLE Web Site Web Site View 1 Remaining Hide Research Data 2 Citations 42 References Open Access

Search this article

Description

Phosphine is conformationally stable because of the high inversion energy barrier of the phosphorus atom, which allows the phosphorus atom to become a chiral center. Thus, enantiopure P-stereogenic 12-, 15-, 18-, and 21-membered aliphatic phosphines “diphosphacrowns” were synthesized from secondary P-stereogenic bisphosphine as a chiral building block. Their complexation behaviors with alkali metal ions are investigated in comparison with benzo-18-diphosphacrown-6 and benzo-18-crown-6. 15-, 18-, and 21-Membered diphosphacrowns captured alkali metal ions to form 1:1 metal complexes. Unique guest selectivity was observed, as diphosphacrowns encapsulated smaller alkali metal ions than common crown ethers; for example, 18-membered diphosphacrowns interacted more strongly with Na+ than K+. The difference in guest selectivity between diphosphacrowns and common crown ethers is speculated to result from the cavity size, owing to the large phosphorus atom as well as steric hindrance around the phosphine moiety.

Journal

  • ChemistryOpen

    ChemistryOpen 5 (4), 325-330, 2016-08-01

    Wiley-VCH Verlag

Citations (2)*help

See more

References(42)*help

See more

Related Data

See more

Related Projects

See more

Details 詳細情報について

Report a problem

Back to top