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2,3‐Difluoro‐5,14‐dihydro‐5,14‐diborapentacene (DBP) was endowed with two vicinal Ph2P groups by an SNAr reaction at both CF sites using Ph2PSiMe3. Computations reveal the ambipolar product P to undergo P‐to‐B charge transfer under ambient light irradiation. Consequently, P is prone to photooxidation by air, yielding the Ph2P(O) species PO. With S8 or [Me3O][BF4], P furnishes the Ph2P(S) or Ph2P(Me)...
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