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A key parameter dictating the rate of charge transfer (CT) is reorganization energy (λ), an energy associated with geometry changes during hole/electron transfer. We show that “ironing” the inter‐ring dihedral angles of oligothiophenes via proper substitutions or insertions (e.g., ‐OR, ‐F or ‐C≡C‐), decreases the λ and thus promotes CT according to Marcus equation. Our results demonstrate, to attain...