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Bentley KW, Joyce LA, Sherer EC, et al. Antenna Biphenols: Development of Extended Wavelength Chiroptical Reporters. J Org Chem. 2016;81(3):1185-91doi: 10.1021/acs.joc.5b02716.
Bentley, K. W., Joyce, L. A., Sherer, E. C., Sheng, H., Wolf, C., & Welch, C. J. (2016). Antenna Biphenols: Development of Extended Wavelength Chiroptical Reporters. The Journal of organic chemistry, 81(3), 1185-91. https://doi.org/10.1021/acs.joc.5b02716
Bentley, Keith W, et al. "Antenna Biphenols: Development of Extended Wavelength Chiroptical Reporters." The Journal of organic chemistry vol. 81,3 (2016): 1185-91. doi: https://doi.org/10.1021/acs.joc.5b02716
Bentley KW, Joyce LA, Sherer EC, Sheng H, Wolf C, Welch CJ. Antenna Biphenols: Development of Extended Wavelength Chiroptical Reporters. J Org Chem. 2016 Feb 05;81(3):1185-91. doi: 10.1021/acs.joc.5b02716. Epub 2016 Jan 26. PMID: 26756165.
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J Org Chem. 2016 Feb 05;81(3):1185-91. doi: 10.1021/acs.joc.5b02716. Epub 2016 Jan 26.

Antenna Biphenols: Development of Extended Wavelength Chiroptical Reporters.

The Journal of organic chemistry

Keith W Bentley, Leo A Joyce, Edward C Sherer, Huaming Sheng, Christian Wolf, Christopher J Welch

Affiliations

  1. Department of Chemistry, Georgetown University , Washington, D.C. 20057, United States.
  2. Department of Process and Analytical Chemistry, Merck Research Laboratories , Rahway, New Jersey 07065, United States.

PMID: 26756165 DOI: 10.1021/acs.joc.5b02716

Abstract

Molecular hosts capable of chiroptical sensing of complexed guest molecules offer an attractive alternative to conventional methods for the analysis of the absolute configuration and enantiopurity. Sensors based on the Pfeiffer effect rely on complexation-driven asymmetric transformation of the first kind and can produce a chiroptical signal against an otherwise null background. To be most effective, the wavelength of the induced chiroptical sensor readout should be free and clear of interfering signals coming from the sample under investigation. In this study, we report the introduction of stereodynamic zinc complexes of antenna biphenols, a new class of sensors bearing antenna-like appendages that can extend the wavelength of the chiroptical signal while also improving enantioselective guest recognition.

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