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- Title
Medium Diradical Character, Small Hole and Electron Reorganization Energies and Ambipolar Transistors in Difluorenoheteroles.
- Authors
Mori, Sakura; Moles Quintero, Sergio; Tabaka, Naoki; Kishi, Ryohei; González Núñez, Raúl; Harbuzaru, Alexandra; Ponce Ortiz, Rocío; Marín‐Beloqui, Jose; Suzuki, Shuichi; Kitamura, Chitoshi; Gómez‐García, Carlos J.; Dai, Yasi; Negri, Fabrizia; Nakano, Masayoshi; Kato, Shin‐ichiro; Casado, Juan
- Abstract
Four difluorenoheteroles having a central quinoidal core with the heteroring varying as furan, thiophene, its dioxide derivative and pyrrole have shown to be medium character diradicals. Solid‐state structures, optical, photophysical, magnetic, and electrochemical properties have been discussed in terms of diradical character, variation of aromatic character and captodative effects (electron affinity). Organic field‐effect transistors (OFETs) have been prepared, showing balanced hole and electron mobilities of the order of 10−3 cm2 V−1 s−1 or ambipolar charge transport which is first inferred from their redox amphoterism. Quantum chemical calculations show that the electrical behavior is originated from the medium diradical character which produces similar reorganization energies for hole and electron transports. The vision of a diradical as simultaneously bearing pseudo‐hole and pseudo‐electron defects might justify the reduced values of reorganization energies for both regimes. Structure‐function relationships between diradical and ambipolar electrical behavior are revealed.
- Subjects
REORGANIZATION energy; ORGANIC field-effect transistors; TRANSISTORS; ELECTRON affinity; ELECTRON transport; FURAN derivatives
- Publication
Angewandte Chemie, 2022, Vol 134, Issue 33, p1
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.202206680