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A novel lipophilic Brønsted acid-type PPA (poly-1-H) bearing a sulfonylphosphoramidic acid moiety, covered with a dynamically axially chiral biphenyl pendant, was synthesized and found to form a preferred-handed helical conformation… Click to show full abstract
A novel lipophilic Brønsted acid-type PPA (poly-1-H) bearing a sulfonylphosphoramidic acid moiety, covered with a dynamically axially chiral biphenyl pendant, was synthesized and found to form a preferred-handed helical conformation in non-polar solvents upon complexation with non-racemic amines. This induced helicity was maintained after replacement with achiral amines ("dynamic helicity memory"). In addition, poly-1-H exhibited "static helicity memory" in which the induced helical conformation was maintained in non-polar solvents, even after acidification with a stronger acid without replacement with achiral amines.
Journal Title: Chemical communications
Year Published: 2023
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