Organic Chemistry

One Stone Three Birds: Regiodivergent Access to Amino-Substituted Benzophospholes and Their Structure–Property Relationships



Three series new NH2-benzophosphole oxides were synthesized from cycloaddition of o-aminophenyl phosphine oxide with alkynes. Photophysics investigation and theoretical calculation indicate that the position of amino group in these benzophosphole oxides obviously regulate their properties. 4-NH2-benzo[b]phosphole oxides show strong fluorescence emission and high fluorescence quantum efficiency. This “One stone three birds” process provides rapid access to multiple organophosphorus based luminogens for the structure–property relationship study.


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Supplementary material

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Supplementary Material 1
Experimental procedures, characterization data for all new compounds including 1H, 31P, and 13C NMR spectra, and Crystallographic data for 3b’ (CCDC 2161224) and 7c’ (CCDC 2161185).