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One-electron oxidation of an organic molecule by B(C6F 5)3; Isolation and structures of stable non-para-substituted triarylamine cation radical and bis(triarylamine) dication diradicaloid

Journal Article


Abstract


  • The methylene-bridged triphenylamine 2 has been oxidized to planar radical cation 2•+ by B(C6F5)3 or Ag+. Further reaction of 2•+[Al(ORF) 4]- and 2 with trace amounts of silver salt resulted in dication 32+, providing a rare example of structurally characterized bis(triarylamine) "bipolarons". 32+ can be directly prepared by the reaction of 3 with 2 equiv of Ag+. X-ray structural analysis together with theoretical calculation shows that 32+ has singlet diradical character and is analogous to Chichibabin's hydrocarbons. © 2013 American Chemical Society.

Authors


  •   Zheng, Xin (external author)
  •   Wang, Xingyong
  •   Qiu, Yunfan (external author)
  •   Li, Yuantao (external author)
  •   Zhou, Chenkun (external author)
  •   Sui, Yunxia (external author)
  •   Li, Yizhi (external author)
  •   Ma, Jing (external author)
  •   Wang, Xinping (external author)

Publication Date


  • 2013

Geographic Focus


Citation


  • Zheng, X., Wang, X., Qiu, Y., Li, Y., Zhou, C., Sui, Y., Li, Y., Ma, J. & Wang, X. (2013). One-electron oxidation of an organic molecule by B(C6F 5)3; Isolation and structures of stable non-para-substituted triarylamine cation radical and bis(triarylamine) dication diradicaloid. Journal of the American Chemical Society, 135 (40), 14912-14915.

Scopus Eid


  • 2-s2.0-84885659841

Ro Metadata Url


  • http://ro.uow.edu.au/smhpapers/3922

Has Global Citation Frequency


Number Of Pages


  • 3

Start Page


  • 14912

End Page


  • 14915

Volume


  • 135

Issue


  • 40

Place Of Publication


  • United States

Abstract


  • The methylene-bridged triphenylamine 2 has been oxidized to planar radical cation 2•+ by B(C6F5)3 or Ag+. Further reaction of 2•+[Al(ORF) 4]- and 2 with trace amounts of silver salt resulted in dication 32+, providing a rare example of structurally characterized bis(triarylamine) "bipolarons". 32+ can be directly prepared by the reaction of 3 with 2 equiv of Ag+. X-ray structural analysis together with theoretical calculation shows that 32+ has singlet diradical character and is analogous to Chichibabin's hydrocarbons. © 2013 American Chemical Society.

Authors


  •   Zheng, Xin (external author)
  •   Wang, Xingyong
  •   Qiu, Yunfan (external author)
  •   Li, Yuantao (external author)
  •   Zhou, Chenkun (external author)
  •   Sui, Yunxia (external author)
  •   Li, Yizhi (external author)
  •   Ma, Jing (external author)
  •   Wang, Xinping (external author)

Publication Date


  • 2013

Geographic Focus


Citation


  • Zheng, X., Wang, X., Qiu, Y., Li, Y., Zhou, C., Sui, Y., Li, Y., Ma, J. & Wang, X. (2013). One-electron oxidation of an organic molecule by B(C6F 5)3; Isolation and structures of stable non-para-substituted triarylamine cation radical and bis(triarylamine) dication diradicaloid. Journal of the American Chemical Society, 135 (40), 14912-14915.

Scopus Eid


  • 2-s2.0-84885659841

Ro Metadata Url


  • http://ro.uow.edu.au/smhpapers/3922

Has Global Citation Frequency


Number Of Pages


  • 3

Start Page


  • 14912

End Page


  • 14915

Volume


  • 135

Issue


  • 40

Place Of Publication


  • United States