1,3-Dithiole-2-one-Fused Subphthalocyanine and Subporphyrazine

Synthesis and Properties Arising from the 1,3-Dithiole-2-one Units

Yemei Wang, Koya Uchihara, Shigeki Mori, Hiroyuki Furuta, Soji Shimizu

Research output: Contribution to journalArticle

2 Citations (Scopus)

Abstract

Subphthalocyanine (SubPc) and its benzo ring-removed analogue, subporphyrazine (SubPz), bearing 1,3-dithiole-2-one (S 2 CO) groups as a new class of substituents were synthesized. In addition to the perturbed optical properties due to the presence of electron-withdrawing S 2 CO units, the deep bowl-shaped structure of the SubPz derivative allowed concave-convex interaction to form a unique co-crystal structure with C 60 . Finally, using the reactivity of the peripheral S 2 CO units, S 2 CO-fused SubPc was successfully converted into tetrathiafulvalene (TTF)-annulated SubPc in a yield higher than that of the direct synthesis from a TTF-fused phthalonitrile.

Original languageEnglish
Pages (from-to)3103-3107
Number of pages5
JournalOrganic Letters
Volume21
Issue number9
DOIs
Publication statusPublished - May 3 2019

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Carbon Monoxide
reactivity
analogs
optical properties
crystal structure
rings
synthesis
electrons
Bearings (structural)
interactions
Optical properties
Crystal structure
Electrons
Derivatives
tetrathiafulvalene

All Science Journal Classification (ASJC) codes

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry

Cite this

1,3-Dithiole-2-one-Fused Subphthalocyanine and Subporphyrazine : Synthesis and Properties Arising from the 1,3-Dithiole-2-one Units. / Wang, Yemei; Uchihara, Koya; Mori, Shigeki; Furuta, Hiroyuki; Shimizu, Soji.

In: Organic Letters, Vol. 21, No. 9, 03.05.2019, p. 3103-3107.

Research output: Contribution to journalArticle

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AU - Furuta, Hiroyuki

AU - Shimizu, Soji

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