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Divergent Synthesis of Double Heterohelicenes as Strong Chiral Double Hydrogen-Bonding Donors.

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We developed a very efficient and expandable divergent approach initiated by a direct electrophilic borylation at phenyl rings to synthesize a series of double heterohelicenes. Their π-extended structures with pristine… Click to show full abstract

We developed a very efficient and expandable divergent approach initiated by a direct electrophilic borylation at phenyl rings to synthesize a series of double heterohelicenes. Their π-extended structures with pristine zigzag nitrogen (N)-boron (B)-nitrogen (N) edges offer them substantial physical properties and strong double hydrogen-bond donating capability. The isolated (P,P) and (M,M) enantiomers exhibit circularly polarized luminescence in response to hydrogen-bonding interactions.

Keywords: hydrogen bonding; synthesis double; divergent synthesis; hydrogen; double heterohelicenes; double hydrogen

Journal Title: Organic letters
Year Published: 2022

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