Mechanically interlocked porphyrin gears propagating two different rotational frequencies

Soichiro Ogi, Tomohiro Ikeda, Rie Wakabayashi, Seiji Shinkai, Masayuki Takeuchi

Research output: Contribution to journalArticle

13 Citations (Scopus)

Abstract

We report a new supramolecular rotor (1), in which a lanthanum(III) bis(porphyrinate)s double-decker (LaDD) bears two porphyrinatorhodium(III)-based rotors whose planes aresituated orthogonally to one another. In [D 2]dichloromethane, 1H NMR spectral results indicated that rotational information was transmitted from the LaDD rotor to two porphyrinatorhodium(III)-based rotors through mechanical interaction of the teeth of the rotors. Mechanical interaction was achieved among the multiple rotors in 1 even after switching the rotational activity of the LaDD rotor by using [D5]pyridine. The spatial arrangement of the two porphyrinatorhodium(III)-based rotors is a critical factor in maintaining mechanical interaction between multiple molecular rotors when changing the dynamic properties of one rotor.

Original languageEnglish
Pages (from-to)1831-1836
Number of pages6
JournalEuropean Journal of Organic Chemistry
Issue number10
DOIs
Publication statusPublished - Apr 1 2011

Fingerprint

Porphyrins
porphyrins
rotors
Gears
Rotors
Lanthanum
Methylene Chloride
interactions
teeth
bears
lanthanum
dynamic characteristics
pyridines
Thermodynamic properties
Nuclear magnetic resonance
nuclear magnetic resonance

All Science Journal Classification (ASJC) codes

  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

Mechanically interlocked porphyrin gears propagating two different rotational frequencies. / Ogi, Soichiro; Ikeda, Tomohiro; Wakabayashi, Rie; Shinkai, Seiji; Takeuchi, Masayuki.

In: European Journal of Organic Chemistry, No. 10, 01.04.2011, p. 1831-1836.

Research output: Contribution to journalArticle

Ogi, Soichiro ; Ikeda, Tomohiro ; Wakabayashi, Rie ; Shinkai, Seiji ; Takeuchi, Masayuki. / Mechanically interlocked porphyrin gears propagating two different rotational frequencies. In: European Journal of Organic Chemistry. 2011 ; No. 10. pp. 1831-1836.
@article{2d23860d3d164d2f99298c1be1942154,
title = "Mechanically interlocked porphyrin gears propagating two different rotational frequencies",
abstract = "We report a new supramolecular rotor (1), in which a lanthanum(III) bis(porphyrinate)s double-decker (LaDD) bears two porphyrinatorhodium(III)-based rotors whose planes aresituated orthogonally to one another. In [D 2]dichloromethane, 1H NMR spectral results indicated that rotational information was transmitted from the LaDD rotor to two porphyrinatorhodium(III)-based rotors through mechanical interaction of the teeth of the rotors. Mechanical interaction was achieved among the multiple rotors in 1 even after switching the rotational activity of the LaDD rotor by using [D5]pyridine. The spatial arrangement of the two porphyrinatorhodium(III)-based rotors is a critical factor in maintaining mechanical interaction between multiple molecular rotors when changing the dynamic properties of one rotor.",
author = "Soichiro Ogi and Tomohiro Ikeda and Rie Wakabayashi and Seiji Shinkai and Masayuki Takeuchi",
year = "2011",
month = "4",
day = "1",
doi = "10.1002/ejoc.201001656",
language = "English",
pages = "1831--1836",
journal = "Liebigs Annalen der Chemie",
issn = "1434-193X",
publisher = "Wiley-VCH Verlag",
number = "10",

}

TY - JOUR

T1 - Mechanically interlocked porphyrin gears propagating two different rotational frequencies

AU - Ogi, Soichiro

AU - Ikeda, Tomohiro

AU - Wakabayashi, Rie

AU - Shinkai, Seiji

AU - Takeuchi, Masayuki

PY - 2011/4/1

Y1 - 2011/4/1

N2 - We report a new supramolecular rotor (1), in which a lanthanum(III) bis(porphyrinate)s double-decker (LaDD) bears two porphyrinatorhodium(III)-based rotors whose planes aresituated orthogonally to one another. In [D 2]dichloromethane, 1H NMR spectral results indicated that rotational information was transmitted from the LaDD rotor to two porphyrinatorhodium(III)-based rotors through mechanical interaction of the teeth of the rotors. Mechanical interaction was achieved among the multiple rotors in 1 even after switching the rotational activity of the LaDD rotor by using [D5]pyridine. The spatial arrangement of the two porphyrinatorhodium(III)-based rotors is a critical factor in maintaining mechanical interaction between multiple molecular rotors when changing the dynamic properties of one rotor.

AB - We report a new supramolecular rotor (1), in which a lanthanum(III) bis(porphyrinate)s double-decker (LaDD) bears two porphyrinatorhodium(III)-based rotors whose planes aresituated orthogonally to one another. In [D 2]dichloromethane, 1H NMR spectral results indicated that rotational information was transmitted from the LaDD rotor to two porphyrinatorhodium(III)-based rotors through mechanical interaction of the teeth of the rotors. Mechanical interaction was achieved among the multiple rotors in 1 even after switching the rotational activity of the LaDD rotor by using [D5]pyridine. The spatial arrangement of the two porphyrinatorhodium(III)-based rotors is a critical factor in maintaining mechanical interaction between multiple molecular rotors when changing the dynamic properties of one rotor.

UR - http://www.scopus.com/inward/record.url?scp=79952978209&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=79952978209&partnerID=8YFLogxK

U2 - 10.1002/ejoc.201001656

DO - 10.1002/ejoc.201001656

M3 - Article

SP - 1831

EP - 1836

JO - Liebigs Annalen der Chemie

JF - Liebigs Annalen der Chemie

SN - 1434-193X

IS - 10

ER -