Triangulene

Triangulene (also known as Clar's hydrocarbon) is the smallest triplet-ground-state polybenzenoid. It exists as a biradical with the chemical formula C
22H
12. It was first hypothesized by Czech chemist Erich Clar in 1953. Its first confirmed synthesis was published in a February 2017 issue of Nature Nanotechnology, in a project led by researchers David Fox and Anish Mistry at the University of Warwick in collaboration with IBM. Other attempts by Japanese researchers have been successful only in making substituted triangulene derivatives.

Triangulene
Names
Preferred IUPAC name
Dibenzo[cd,mn]pyrene-4,8-diyl
Other names
[3]Triangulene
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C22H12/c1-4-13-10-15-6-2-8-17-12-18-9-3-7-16-11-14(5-1)19(13)22(20(15)17)21(16)18/h1-12H
    Key: YUXIWEBPPQSVAK-UHFFFAOYSA-N
  • c1cc2cc3cccc4c3c-5c2c(c1)[CH]c6c5c(ccc6)[CH]4
Properties
C22H12
Molar mass 276.338 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Look up triangulene in Wiktionary, the free dictionary.
Wikimedia Commons has media related to Triangulene.

A six-step synthesis yielded two isomers of dihydrotriangulene which were then deposited on xenon or copper base. The researchers used a combined scanning tunneling and atomic force microscope (STM/AFM) to remove individual hydrogen atoms. The synthesized molecule of triangulene remained stable at high-vacuum low-temperature conditions for four days, giving the scientists plenty of time to characterize it (also using STM/AFM).

This article is issued from Wikipedia. The text is licensed under Creative Commons - Attribution - Sharealike. Additional terms may apply for the media files.