Hybrid [5]Radialenes with Bispyrroloheteroles: New Electron‐Donating Units | Zendy

Higashino Tomohiro | Zendy; Imahori Hiroshi | Zendy

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Hybrid [5]Radialenes with Bispyrroloheteroles: New Electron‐Donating Units

Author(s) -

Higashino Tomohiro,

Imahori Hiroshi

Publication year - 2015

Publication title -

chemistry – a european journal

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.687

H-Index - 242

eISSN - 1521-3765

pISSN - 0947-6539

DOI - 10.1002/chem.201501822

Subject(s) - natural bond orbital , crystallography , ring (chemistry) , acceptor , pyrrole , electrochemistry , double bond , charge (physics) , single bond , triple bond , chemistry , electron acceptor , materials science , molecule , photochemistry , group (periodic table) , polymer chemistry , organic chemistry , physics , condensed matter physics , electrode , quantum mechanics

Bispyrroloheteroles have been synthesized to address their intrinsic structural, optical, and electrochemical properties. The X‐ray crystal structures and calculated natural bond orbital (NBO) bond orders unambiguously demonstrated the existence of a two pyrrole‐fused five‐membered ring with short exocyclic CC double bonds and long endocyclic CC single bonds, supporting that the bispyrroloheteroles are rare examples of structurally characterized hybrid [5]radialenes. The bispyrroloheteroles were found to act as an electron‐donating unit, which would be fascinating for the rational design of new charge‐transporting and donor–acceptor photovoltaic materials as well as versatile charge‐transfer complexes.

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