Reduction of aluminum(III), gallium(III), and indium(III) phthalocyanine chlorides by sodium fluorenone ketyl in the presence of tetrabutylammonium cations yielded crystalline salts of the type (Bu N ) [M (HFl-O )(Pc )] (Br )⋅1.5 C H Cl [M=Al (1), Ga (2); HFl-O =fluoren-9-olato anion; Pc=phthalocyanine] and (Bu N ) [In Br(Pc )] ⋅0.875 C H Cl ⋅0.125 C H (3). The salts were found to contain Pc radical anions with negatively charged phthalocyanine macrocycles, as evidenced by the presence of intense bands of Pc in the near-IR region and a noticeable blueshift in both the Q and Soret bands of phthalocyanine. The metal(III) atoms coordinate HFl-O anions in 1 and 2 with short Al-O and Ga-O bond lengths of 1.749(2) and 1.836(6) Å, respectively. The C-O bonds [1.402(3) and 1.391(11) Å in 1 and 2, respectively] in the HFl-O anions are longer than the same bond in the fluorenone ketyl (1.27-1.31 Å). Salts 1-3 show effective magnetic moments of 1.72, 1.66, and 1.79 μ at 300 K, respectively, owing to the presence of unpaired S=1/2 spins on Pc . These spins are coupled antiferromagnetically with Weiss temperatures of -22, -14, and -30 K for 1-3, respectively. Coupling can occur in the corrugated two-dimensional phthalocyanine layers of 1 and 2 with an exchange interaction of J/k =-0.9 and -1.1 K, respectively, and in the π-stacking {[In Br(Pc )] } dimers of 3 with an exchange interaction of J/k =-10.8 K. The salts show intense electron paramagnetic resonance (EPR) signals attributed to Pc . It was found that increasing the size of the central metal atom strongly broadened these EPR signals.