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  • Regioselective Synthesis of...
    Gowrisankar, Saravanan; Bernhardt, Bastian; Becker, Jonathan; Schreiner, Peter R.

    European journal of organic chemistry, December 28, 2021, Volume: 2021, Issue: 48
    Journal Article

    New meta‐substituted tetraaryl adamantane derivatives were synthesized through one‐step Friedel‐Crafts adamantylation by using AlCl3 in combination with t‐butyl bromide. The products exhibit improved (over tetraphenyl adamantane) highly directional white‐light emission upon irradiation with a continuous wave (CW) laser diode. An easier path to organic white light emitters is accessible through the direct, meta‐selective arylation of adamantane. The combination of AlCl3 and t‐BuBr aids this reaction, which occurs smoothly, inter alia, also with fluorobenzene, which had proven to be difficult in the past and opposes the expected regioselectivity. Indeed, the products generate white light when irradiated with a continuous wave (CW) laser diode with improved intensities over the parent system, tetraphenyladamantane.