5 years ago

Isolable Bis(triarylamine) Dications: Analogues of Thiele’s, Chichibabin’s, and Müller’s Hydrocarbons

Isolable Bis(triarylamine) Dications: Analogues of Thiele’s, Chichibabin’s, and Müller’s Hydrocarbons
Gengwen Tan, Xinping Wang
Since the pioneering work by Thiele and Chichibabin, who synthesized the first diradicals bridged by phenylene and biphenylene groups in 1904 and 1907, respectively, numerous efforts have been devoted to synthesizing stable diradicals during the last few decades, and several strategies have been developed to stabilize these highly reactive diradicals. In this Account, we describe the synthesis and characterization of isolable bis(triarylamine) dications, nitrogen analogues of Thiele’s, Chichibabin’s, and Müller’s hydrocarbons, which represent facilely accessible, stable diradicals by replacing carbinyl centers with isoelectronic aminium centers. Along with discussing the molecular structures and electronic structures of the isolated bis(triarylamine) dications, their spectroscopic and magnetic properties are also introduced.

Publisher URL: http://dx.doi.org/10.1021/acs.accounts.7b00229

DOI: 10.1021/acs.accounts.7b00229

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