Antenna Biphenols: Development of Extended Wavelength Chiroptical Reporters

Antenna Biphenols: Development of Extended Wavelength Chiroptical Reporters

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 firs...

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Veröffentlicht in:Journal of organic chemistry 2016-02, Vol.81 (3), p.1185-1191
Hauptverfasser: Bentley, Keith W, Joyce, Leo A, Sherer, Edward C, Sheng, Huaming, Wolf, Christian, Welch, Christopher J
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container_issue 3
container_start_page 1185
container_title Journal of organic chemistry
container_volume 81
creator Bentley, Keith W
Joyce, Leo A
Sherer, Edward C
Sheng, Huaming
Wolf, Christian
Welch, Christopher J
description 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.
doi_str_mv 10.1021/acs.joc.5b02716
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title Antenna Biphenols: Development of Extended Wavelength Chiroptical Reporters
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