Triphosphasumanene Trisulfide: High Out-of-Plane Anisotropy and Janus-Type π-Surfaces

Shunsuke Furukawa, Yuki Suda, Junji Kobayashi, Takayuki Kawashima, Tomofumi Tada, Shintaro Fujii, Manabu Kiguchi, Masaichi Saito

Research output: Contribution to journalArticle

31 Citations (Scopus)

Abstract

A triphosphasumanene trisulfide was designed and synthesized as an out-of-plane anisotropic π-conjugated molecule. Incorporating three anisotropic phosphine sulfide moieties into a sumanene skeleton induced a cumulative anisotropy with a large dipole moment (12.0 D), which is aligned in perpendicular direction with respect to the π-framework and more than twice as large as those of conventional out-of-plane anisotropic molecules. In the crystal, the molecules align to form columnar structures, in which electron-rich and electron-deficient sides of the π-framework face each other. The interactions between the electron-rich surfaces, which contain three sulfur atoms, and Au(111) were examined by X-ray photoelectron spectroscopy.

Original languageEnglish
Pages (from-to)5787-5792
Number of pages6
JournalJournal of the American Chemical Society
Volume139
Issue number16
DOIs
Publication statusPublished - Apr 26 2017

Fingerprint

Anisotropy
phosphine
Electrons
Molecules
Photoelectron Spectroscopy
Dipole moment
Sulfides
Sulfur
Skeleton
X ray photoelectron spectroscopy
Atoms
Crystals

All Science Journal Classification (ASJC) codes

  • Catalysis
  • Chemistry(all)
  • Biochemistry
  • Colloid and Surface Chemistry

Cite this

Triphosphasumanene Trisulfide : High Out-of-Plane Anisotropy and Janus-Type π-Surfaces. / Furukawa, Shunsuke; Suda, Yuki; Kobayashi, Junji; Kawashima, Takayuki; Tada, Tomofumi; Fujii, Shintaro; Kiguchi, Manabu; Saito, Masaichi.

In: Journal of the American Chemical Society, Vol. 139, No. 16, 26.04.2017, p. 5787-5792.

Research output: Contribution to journalArticle

Furukawa, S, Suda, Y, Kobayashi, J, Kawashima, T, Tada, T, Fujii, S, Kiguchi, M & Saito, M 2017, 'Triphosphasumanene Trisulfide: High Out-of-Plane Anisotropy and Janus-Type π-Surfaces', Journal of the American Chemical Society, vol. 139, no. 16, pp. 5787-5792. https://doi.org/10.1021/jacs.6b12119
Furukawa, Shunsuke ; Suda, Yuki ; Kobayashi, Junji ; Kawashima, Takayuki ; Tada, Tomofumi ; Fujii, Shintaro ; Kiguchi, Manabu ; Saito, Masaichi. / Triphosphasumanene Trisulfide : High Out-of-Plane Anisotropy and Janus-Type π-Surfaces. In: Journal of the American Chemical Society. 2017 ; Vol. 139, No. 16. pp. 5787-5792.
@article{83778792a55546d0b56a6ca709f3e788,
title = "Triphosphasumanene Trisulfide: High Out-of-Plane Anisotropy and Janus-Type π-Surfaces",
abstract = "A triphosphasumanene trisulfide was designed and synthesized as an out-of-plane anisotropic π-conjugated molecule. Incorporating three anisotropic phosphine sulfide moieties into a sumanene skeleton induced a cumulative anisotropy with a large dipole moment (12.0 D), which is aligned in perpendicular direction with respect to the π-framework and more than twice as large as those of conventional out-of-plane anisotropic molecules. In the crystal, the molecules align to form columnar structures, in which electron-rich and electron-deficient sides of the π-framework face each other. The interactions between the electron-rich surfaces, which contain three sulfur atoms, and Au(111) were examined by X-ray photoelectron spectroscopy.",
author = "Shunsuke Furukawa and Yuki Suda and Junji Kobayashi and Takayuki Kawashima and Tomofumi Tada and Shintaro Fujii and Manabu Kiguchi and Masaichi Saito",
year = "2017",
month = "4",
day = "26",
doi = "10.1021/jacs.6b12119",
language = "English",
volume = "139",
pages = "5787--5792",
journal = "Journal of the American Chemical Society",
issn = "0002-7863",
publisher = "American Chemical Society",
number = "16",

}

TY - JOUR

T1 - Triphosphasumanene Trisulfide

T2 - High Out-of-Plane Anisotropy and Janus-Type π-Surfaces

AU - Furukawa, Shunsuke

AU - Suda, Yuki

AU - Kobayashi, Junji

AU - Kawashima, Takayuki

AU - Tada, Tomofumi

AU - Fujii, Shintaro

AU - Kiguchi, Manabu

AU - Saito, Masaichi

PY - 2017/4/26

Y1 - 2017/4/26

N2 - A triphosphasumanene trisulfide was designed and synthesized as an out-of-plane anisotropic π-conjugated molecule. Incorporating three anisotropic phosphine sulfide moieties into a sumanene skeleton induced a cumulative anisotropy with a large dipole moment (12.0 D), which is aligned in perpendicular direction with respect to the π-framework and more than twice as large as those of conventional out-of-plane anisotropic molecules. In the crystal, the molecules align to form columnar structures, in which electron-rich and electron-deficient sides of the π-framework face each other. The interactions between the electron-rich surfaces, which contain three sulfur atoms, and Au(111) were examined by X-ray photoelectron spectroscopy.

AB - A triphosphasumanene trisulfide was designed and synthesized as an out-of-plane anisotropic π-conjugated molecule. Incorporating three anisotropic phosphine sulfide moieties into a sumanene skeleton induced a cumulative anisotropy with a large dipole moment (12.0 D), which is aligned in perpendicular direction with respect to the π-framework and more than twice as large as those of conventional out-of-plane anisotropic molecules. In the crystal, the molecules align to form columnar structures, in which electron-rich and electron-deficient sides of the π-framework face each other. The interactions between the electron-rich surfaces, which contain three sulfur atoms, and Au(111) were examined by X-ray photoelectron spectroscopy.

UR - http://www.scopus.com/inward/record.url?scp=85018319574&partnerID=8YFLogxK

UR - http://www.scopus.com/inward/citedby.url?scp=85018319574&partnerID=8YFLogxK

U2 - 10.1021/jacs.6b12119

DO - 10.1021/jacs.6b12119

M3 - Article

C2 - 28387119

AN - SCOPUS:85018319574

VL - 139

SP - 5787

EP - 5792

JO - Journal of the American Chemical Society

JF - Journal of the American Chemical Society

SN - 0002-7863

IS - 16

ER -