Mono-/diboron complexes with saddle-shaped molecular conformations were synthesized from porphyrins(2.1.2.1). The boron complexes have unique structure-dependent photophysical properties: (a) monoboron complexes 2a and 2b are not emissive in solution and the solid state, (b) diboron complex 3a shows red emission in toluene, and (c) diboron complex 3b shows aggregation-induced emission (AIE) in the deep-red region due to intermolecular secondary interactions (F-π). This is the first case of a boron porphyrinoid complex that shows AIE emission in the deep-red region in decades.