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

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 rea...

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Published inChemical communications (Cambridge, England) Vol. 51; no. 87; pp. 15760 - 15763
Main Authors Wong, Lawrence W-Y., Kan, Jack W-H., Thanh-ha Nguyen, Sung, Herman H-Y., Li, Dang, Au-Yeung, Alex S-F., Sharma, Rajpal, Lin, Zhenyang, Williams, Ian D.
Format Journal Article
LanguageEnglish
Published CAMBRIDGE Royal Soc Chemistry 01.01.2015
Subjects
Alkaloids
Anions
Cations
Chemistry
Chemistry, Multidisciplinary
Decomposition reactions
Metathesis
Physical Sciences
Science & Technology
DL-TETRAHYDROPALMATINE
OPTICAL RESOLUTION
PURIFICATION
COMPLEXES
ESTERS
DOPAMINE
BORIC-ACID
TRISPHAT
BIS(CATECHOLATO)BORATE ANION
SEPARATION
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Summary: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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ISSN:1359-7345
1364-548X
1364-548X
DOI:10.1039/c5cc04977f