Cristallographic and chiroptical studies on tetraarylferrocenes for use as chiral rotary modules for molecular machines

Takahiro Muraoka, Kazushi Kinbara, Atsushi Wakamiya, Shigehiro Yamaguchi, Takuzo Aida

Research output: Contribution to journalArticle

23 Citations (Scopus)

Abstract

A crystal structure of the racemic form of chiral molecular scissors 1 with a trans configuration at the azobenzene unit (rac-trans-1), in which the scissors adopt a closed geometry with two blade phenyl groups that overlap each other, was successfully determined. X-ray crystallographic determination of the structure of (1S,1'S)-10, which is a derivative of the key precursor of trans-1, was also successful. On the basis of the crystal structure of (1S,1'S)-10, the absolute configuration of 1 and related molecular machines, such as molecular pedal 2, and selflocking rotor 3, which all contain a chiral tetrasubstituted ferrocene module, were determined. A correlation between the absolute configuration and the circular dichroism properties of these molecular machines and their synthetic precursors was also determined.

Original languageEnglish
Pages (from-to)1724-1730
Number of pages7
JournalChemistry - A European Journal
Volume13
Issue number6
DOIs
Publication statusPublished - 2007 Jun 25

Keywords

  • Absolute configuration
  • Chirality
  • Circular dichroism
  • Metallocenes
  • Molecular devices

ASJC Scopus subject areas

  • Chemistry(all)

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