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Synthesis and Properties of Spiro‐double Sila[7]helicene: The LUMO Spiro‐conjugation

Nozomi Terada, Keisuke Uematsu, Ryota Higuchi, Yuki Tokimaru, Yosuke Sato, Koji Nakano, Kyoko Nozaki

2021Chemistry - A European Journal25 citationsDOI

Abstract

Abstract A double helicene with a spiro‐Si linker ( 4 ) was synthesized by four successive nucleophilic substitutions on SiCl 4 . Its ( P,P ), ( M,M ) and ( P,M ) isomers were isolated and characterized by single crystal X‐ray analysis. Due to the central spirosilabi[fluorene] moiety, the two helicene units in 4 are symmetrically and nearly perpendicularly arranged. ( P,P )‐ 4 and ( M,M )‐ 4 exhibit unique optical properties attributable to the LUMO spiro‐conjugation between the two sila[7]helicene units.

Topics & Concepts

HeliceneMoietyChemistryHOMO/LUMOFluoreneLinkerCrystallographyStereochemistryPhotochemistryMoleculeOrganic chemistryPolymerComputer scienceOperating systemSynthesis and Properties of Aromatic CompoundsPhotochromic and Fluorescence ChemistryPorphyrin and Phthalocyanine Chemistry
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