Reactivity and electronic properties of a ferrocene molecule bearing an N,C-chelated BMes2 unit

Ying Li Rao, Tetsuro Kusamoto, Ryota Sakamoto, Hiroshi Nishihara, Suning Wang

Research output: Contribution to journalArticlepeer-review

25 Citations (Scopus)


A dimesitylboron-functionalized benzimidazolylferrocene, B(2-ferrocenyl-N-Me-benzimidazolyl)Mes2 (1), has been synthesized and fully characterized. The B-N bond in 1 was found to undergo a dynamic dissociation/association process in solution, leading to a dynamic exchange of the two mesityls bound to the boron atom and slow hydrolysis of 1 under ambient conditions. The hydrolyzed product 2-BMes(OH)-1-(N-methylbenzimidazol-2-yl) ferrocene (2) was isolated and characterized, in which the boron center has a trigonal-planar geometry with one of the mesityls being replaced by an OH - group. The photoisomerization process of the boron unit in 1 was fully inhibited by the low lying d-d/MLCT states of the ferrocene unit. Compound 1 can be oxidized readily by I2, forming the ferrocenium species [1+]I3- (3). NMR and EPR data for 3 indicated a notable spin delocalization through space from the Fe(III) center to a flanking mesityl group.

Original languageEnglish
Pages (from-to)1787-1793
Number of pages7
Issue number7
Publication statusPublished - 2014 Apr 14
Externally publishedYes

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry


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