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Chem Commun (Camb). 2015 Nov 11;51(87):15760-3. doi: 10.1039/c5cc04977f.

Bis(mandelato)borate: an effective, inexpensive spiroborate anion for chiral resolution.

Chemical communications (Cambridge, England)

Lawrence W-Y Wong, Jack W-H Kan, Thanh-ha Nguyen, Herman H-Y Sung, Dang Li, Alex S-F Au-Yeung, Rajpal Sharma, Zhenyang Lin, Ian D Williams

Affiliations

  1. Department of Chemistry, The Hong Kong University of Science and Technology, Clear Water Bay, Kowloon, Hong Kong, China. [email protected].
  2. Department of Chemistry, Panjab University, Chandigarh, 160014, India.

PMID: 26369891 DOI: 10.1039/c5cc04977f

Abstract

Bis(mandelato)borate [B(Man)2](-) (R- or S-) anions are simply prepared and appear widely effective for resolution of racemic cations. Three examples demonstrate their scope; the alkaloid tetrahydropalmatine (THP), 1,2-diaminopropane (1,2-dap) and the metal-organic complex [Co(phen)3](3+) are readily resolved, either by a facile one-pot procedure, or via counter-ion metathesis.

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