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When NMR spectra of chiral racemic organic molecules containing a Lewis basic functional group are recorded in the presence of air and water stable salts of the cobalt(iii) trication [Co(( S , S )-NH 2 CHPhCHPhNH 2 ) 3 ] 3+ ( 2  3+ ), separate signals are usually observed for the enantiomers (28 diverse examples, &gt;12 functional groups). Several chiral molecules can be simultaneously analyzed, and enantiotopic groups in prochiral molecules differentiated (16 examples). Particularly effective are the mixed bis(halide)/tetraarylborate salts Λ- 2  3+ 2X - BAr f  - (X = Cl, I; BAr f = B(3,5-C 6 H 3 (CF 3 ) 2 ) 4 ), which are applied in CD 2 Cl 2 or CDCl 3 at 1-100 mol% (avg 34 and 14 mol%). Job plots establish 1 : 1 binding for Λ- 2  3+ 2Cl - BAr f  - and 1-phenylethyl acetate ( 4 ) or 1-phenylethanol ( 10 ), and ca. 1 : 2 binding with DMSO (CD 2 Cl 2 ). Selected binding constants are determined, which range from 7.60-2.73 M -1 for the enantiomers of 10 to 28.1-22.6 M -1 for the enantiomers of 4 . The NH moieties of the C  2 faces of the trication are believed to hydrogen bond to the Lewis basic functional groups, as seen in the crystal structure of a hexakis(DMSO) solvate of Λ- 2  3+ 3I - . These salts rank with the most broadly applicable chirality sensing agents discovered to date.

chemical science

The robust, readily available cobalt(<scp>iii</scp>) trication [Co(NH2CHPhCHPhNH2)3]3+ is a progenitor of broadly applicable chirality and prochirality sensing agents

The robust, readily available cobalt(iii) trication [Co(NH2CHPhCHPhNH2)3]3+ is a progenitor of broadly applicable chirality and prochirality sensing agents

The robust, readily available cobalt(iii) trication [Co(NH₂CHPhCHPhNH₂)₃]³⁺ is a progenitor of broadly applicable chirality and prochirality sensing agents