Structural properties of charge-transfer complexes of multilayered [3.3]paracyclophanes

Masahiko Shibahara, Motonori Watanabe, Chang Yuan, Kenta Goto, Teruo Shinmyozu

Research output: Contribution to journalArticle

9 Citations (Scopus)

Abstract

In the solid state, multilayered [3.3]paracyclophanes (PCPs) 2-6 and tetracyanoethylene (TCNE) form charge-transfer (CT) complexes with a 1:1 stoichiometry. All the benzene rings overlapped each other. All the [3.3]PCP units and dione units assume chair conformations and the transannular distances are shorter than those of the corresponding free multilayered [3.3]PCP except for the dione unit in the four-layered dione 6. In the crystal-packing diagrams, the PCP and TCNE are located in alternating donor-acceptor stacking in columns, and effective short contacts are observed in the neighboring molecules.

Original languageEnglish
Pages (from-to)3371-3375
Number of pages5
JournalTetrahedron Letters
Volume52
Issue number26
DOIs
Publication statusPublished - Jun 29 2011

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Charge transfer
Structural properties
Benzene
Stoichiometry
Conformations
Crystals
Molecules
(2.2)paracyclophane
tetracyanoethylene

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

Structural properties of charge-transfer complexes of multilayered [3.3]paracyclophanes. / Shibahara, Masahiko; Watanabe, Motonori; Yuan, Chang; Goto, Kenta; Shinmyozu, Teruo.

In: Tetrahedron Letters, Vol. 52, No. 26, 29.06.2011, p. 3371-3375.

Research output: Contribution to journalArticle

Shibahara, Masahiko ; Watanabe, Motonori ; Yuan, Chang ; Goto, Kenta ; Shinmyozu, Teruo. / Structural properties of charge-transfer complexes of multilayered [3.3]paracyclophanes. In: Tetrahedron Letters. 2011 ; Vol. 52, No. 26. pp. 3371-3375.
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