NDLI: From substituent effects to applications: enhancing the optical response of a four-component assembly for reporting ee values† †Electronic supplementary information (ESI) available. See DOI: 10.1039/c5sc04629g

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From substituent effects to applications: enhancing the optical response of a four-component assembly for reporting ee values† †Electronic supplementary information (ESI) available. See DOI: 10.1039/c5sc04629g

Content Provider	Semantic Scholar
Author	Lin, Chung-Yon Giuliano, Michael W. Ellis, Bryan D. Miller, Scott J. Anslyn, Eric V.
Copyright Year	2016
Abstract	High-throughput screening for asymmetric catalysts has stimulated an interest in optically-based enantiomeric-excess (ee) sensors, primarily for their improved time and cost efficiency when compared to the standard HPLC analysis. We present herein substituent-effect studies on a recently reported Zn(II) multicomponent assembly that is used for chiral, secondary alcohol ee detemination. The systematic altering of assemblies formed from select substituted pyridyl ligands pointed to the conclusion that steric effects dominate the mode of interaction at the pyridyl 3- and 6- positions. From these results we identified a new Zn(II)-centered multicomponent assembly with a higher dynamic range than previously reported. Calibration curves of the CD signals resulting from the new assembly led to an ee assay with a 1.7% error. To further the utility of the new assembly, a correlation was developed between alcohol substituent size to the respective enantiopure CD value.
Starting Page	4085
Ending Page	4090
Page Count	6
File Format	PDF HTM / HTML
DOI	10.1039/C5SC04629G
PubMed reference number	27904740
Journal	Medline
Volume Number	7
Alternate Webpage(s)	https://pubs.rsc.org/en/content/articlepdf/2016/sc/c5sc04629g
Alternate Webpage(s)	http://www.rsc.org/suppdata/c5/sc/c5sc04629g/c5sc04629g1.pdf
Alternate Webpage(s)	http://pubs.rsc.org/en/content/articlepdf/2016/sc/c5sc04629g?page=search
Journal	Chemical science
Language	English
Access Restriction	Open
Content Type	Text
Resource Type	Article

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