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 in | Chemical communications (Cambridge, England) Vol. 51; no. 87; pp. 15760 - 15763 |
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| Main Authors | , , , , , , , , |
| Format | Journal Article |
| Language | English |
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Royal Soc Chemistry
01.01.2015
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| 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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| AbstractList | 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.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. 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. 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. Bis(mandelato)borate [B(Man) sub(2)] super(-) (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) sub(3)] super(3+) are readily resolved, either by a facile one-pot procedure, or viacounter-ion metathesis. |
| Author | Thanh-ha Nguyen Sung, Herman H-Y. Sharma, Rajpal Au-Yeung, Alex S-F. Wong, Lawrence W-Y. Kan, Jack W-H. Li, Dang Lin, Zhenyang Williams, Ian D. |
| Author_xml | – sequence: 1 givenname: Lawrence W-Y. surname: Wong fullname: Wong, Lawrence W-Y. organization: Hong Kong Univ Sci & Technol, Dept Chem, Hong Kong, Hong Kong, Peoples R China – sequence: 2 givenname: Jack W-H. surname: Kan fullname: Kan, Jack W-H. organization: Hong Kong Univ Sci & Technol, Dept Chem, Hong Kong, Hong Kong, Peoples R China – sequence: 3 surname: Thanh-ha Nguyen fullname: Thanh-ha Nguyen organization: Hong Kong Univ Sci & Technol, Dept Chem, Hong Kong, Hong Kong, Peoples R China – sequence: 4 givenname: Herman H-Y. surname: Sung fullname: Sung, Herman H-Y. organization: Hong Kong Univ Sci & Technol, Dept Chem, Hong Kong, Hong Kong, Peoples R China – sequence: 5 givenname: Dang surname: Li fullname: Li, Dang organization: Hong Kong Univ Sci & Technol, Dept Chem, Hong Kong, Hong Kong, Peoples R China – sequence: 6 givenname: Alex S-F. surname: Au-Yeung fullname: Au-Yeung, Alex S-F. organization: Hong Kong Univ Sci & Technol, Dept Chem, Hong Kong, Hong Kong, Peoples R China – sequence: 7 givenname: Rajpal surname: Sharma fullname: Sharma, Rajpal organization: Panjab Univ, Dept Chem, Chandigarh 160014, India – sequence: 8 givenname: Zhenyang orcidid: 0000-0003-4104-8767 surname: Lin fullname: Lin, Zhenyang organization: Hong Kong Univ Sci & Technol, Dept Chem, Hong Kong, Hong Kong, Peoples R China – sequence: 9 givenname: Ian D. surname: Williams fullname: Williams, Ian D. email: chwill@ust.hk organization: Hong Kong Univ Sci & Technol, Dept Chem, Hong Kong, Hong Kong, Peoples R China |
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| Keywords | DL-TETRAHYDROPALMATINE OPTICAL RESOLUTION PURIFICATION COMPLEXES ESTERS DOPAMINE BORIC-ACID TRISPHAT BIS(CATECHOLATO)BORATE ANION SEPARATION |
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| Snippet | Bis(mandelato)borate [B(Man)(2)](-) (R-or S-) anions are simply prepared and appear widely effective for resolution of racemic cations. Three examples... Bis(mandelato)borate [B(Man)2](-) (R- or S-) anions are simply prepared and appear widely effective for resolution of racemic cations. Three examples... Bis(mandelato)borate [B(Man) 2 ] − ( R - or S -) anions are simply prepared and appear widely effective for resolution of racemic cations. Three examples... Bis(mandelato)borate [B(Man) sub(2)] super(-) (R- or S-) anions are simply prepared and appear widely effective for resolution of racemic cations. Three... |
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| SubjectTerms | Alkaloids Anions Cations Chemistry Chemistry, Multidisciplinary Decomposition reactions Metathesis Physical Sciences Science & Technology |
| Title | Bis(mandelato)borate: an effective, inexpensive spiroborate anion for chiral resolution |
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