Acid-promoted rearrangement of carbonate functionality anchored to the lower rim of a calix[4]arene skeleton: A new class of chiral calix[4]arene and its chiroptical properties

Acid-promoted rearrangement of carbonate functionality anchored to the lower rim of a calix[4]arene skeleton: A new class of chiral calix[4]arene and its chiroptical properties

(equation presented) A unique calix[4]arene lower-rim intramolecular rearrangement, resulting in molecular asymmetry arising from the upper- and lower-rim substitution pattern, produces a new class of inherently chiral calix[4]arenes in a partial cone conformation. This was aided by molecular rigidi...

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מידע ביבליוגרפי
Main Authors: Hesek, D, Inoue, Y, Drew, M, Beer, P, Hembury, G, Ishida, H, Aoki, F
פורמט: Journal article
שפה:English
יצא לאור: 2000
תיאור
סיכום:(equation presented) A unique calix[4]arene lower-rim intramolecular rearrangement, resulting in molecular asymmetry arising from the upper- and lower-rim substitution pattern, produces a new class of inherently chiral calix[4]arenes in a partial cone conformation. This was aided by molecular rigidification arising from π-π and C-H⋯π interactions between bulky lower-rim substituents, with the corresponding circular dichroism spectra exhibiting the most intense bisignate Cotton effects yet observed for calix[4]arenes not bearing a chiral center.

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