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Harnessing the quadratic electro‐optic (QEO) of near‐infrared polymethine chromophores over broad telecom wavelength bands is a subject of immense potential but remains largely under‐investigated. Herein a series of push–pull heptamethines containing the tricyanofuran (TCF) acceptors and indoline or benzo[e]indoline donors are reported. These dipolar chromophores can attain a highly delocalized “cyanine‐like”...