Anion transfer for highly hydrophilic phosphate and hydroxide anions into a water‐immiscible organic phase, 3‐(4‐phenylpropyl)‐pyridine (or PPP), is driven with the tetraphenylporphyrinato manganese(II/III) (or TPPMn) redox system and facilitated with a hydrophobic oil‐based boronic acid ((3‐(1,3‐dioxo‐6‐propylamino‐1H‐benzo[de]isoquinolin‐2(3 H)‐yl)phenyl)boronic acid). Both 1) experiments with random arrays of microdroplets (transient) and 2) experiments in a gold–gold dual‐plate oil‐filled microtrench generator‐collector configuration (approaching steady state), show that phosphate transfer is facilitated by boronic acid. At pH 7.5 a switch in mechanism occurs from phosphate transfer to hydroxide transfer. Accelerated charge transport is observed lateral to the oil|water interface. Improved boronic acid facilitators and nanotrench electrodes are discussed in terms of future feasibility for phosphate sensing applications.