Papers

Peer-reviewed
Nov, 2016

Bis- and Tris-fused Tetrathiafulvalenes Extended with Anthracene-9,10-diylidene

ORGANIC LETTERS
  • Daisuke Ogi
  • ,
  • Yusuke Fujita
  • ,
  • Shigeki Mori
  • ,
  • Takashi Shirahata
  • ,
  • Yohji Misaki

Volume
18
Number
22
First page
5868
Last page
5871
Language
English
Publishing type
Research paper (scientific journal)
DOI
10.1021/acs.orglett.6b02944
Publisher
AMER CHEMICAL SOC

Bis- and tris-fused pi-electron donors composed of extended tetrathiafulvalene with anthraquinoid spacers (4 and 5) were successfully synthesized. X-ray structure analysis of tetrakis(methylthio)-5 (5a) revealed that the molecule adopted a transoid-cisoid conformation. The cyclic voltammogram of 4a is composed of two pairs of two-electron redox waves, while the cyclic voltammogram of tetrakis(hexylthio) derivative 5b consists of one pair of four-electron redox waves and one pair of two electron redox waves, respectively. Spectroelectrochemistry of 4a and H-1 NMR spectrum of a 4b salt revealed that two positive charges in 4(2+) are distributed mainly on one TTFAQ (9,10-bis(1,3-dithiol-2-ylidene)-9,10-dihydroanthracene) moiety.

Link information
DOI
https://doi.org/10.1021/acs.orglett.6b02944
PubMed
https://www.ncbi.nlm.nih.gov/pubmed/27934508
Web of Science
https://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcAuth=JSTA_CEL&SrcApp=J_Gate_JST&DestLinkType=FullRecord&KeyUT=WOS:000388428600025&DestApp=WOS_CPL
ID information
  • DOI : 10.1021/acs.orglett.6b02944
  • ISSN : 1523-7060
  • eISSN : 1523-7052
  • Pubmed ID : 27934508
  • Web of Science ID : WOS:000388428600025

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