Synthesis and Spectroscopic and Biological Activities of Zn(II) Porphyrin with Oxygen Donors

Table 1

¹H NMR data^a of free base H₂-t(p-CH₃)PP and axially ligated X-Zn-t(p-CH₃)PP (X = different phenols as axial ligand) in CDCl₃ at 298 K.

Porphyrins	𝛽-Pyrrole protons	Imino protons	Meso-aryl protons	Other protons
H2t(p-CH3)PP; [(C48H38N4)]	8.86 (s)	−2.77 (s)	8.11(d, 8H, H𝑜); 7.56(d, 8H, H𝑚)	2.64(s, 12H, Hme)
Zn-t(p-CH3)PP; [(C48H36N4Zn1)]	8.65 (s)	—	8.06(d, 8H, H𝑜); 7.75(m, 8H, H𝑚)	2.69(s, 12H, Hme)
phO-Zn-t(p-CH3)PP; [(C6H5O)Zn(C48H36N4)]	8.99 (s)	—	8.41(d, 10H, H𝑜); 7.76(d, 11H, H𝑚,𝑝)	2.71(s, 12H, Hme)
p-Cl-Zn-t(p-CH3)PP; [(C6H4ClO)Zn(C48H36N4)]	9.2 (s)	—	8.29(d, 10H, H𝑜); 7.92(d, 10H, H𝑚)	2.9(s, 12H, Hme)
p-OCH3phO-Zn-t(p-CH3)PP; [(C7H7O2)Zn(C48H36N4)]	8.93 (s)	—	8.22(d, 10H, H𝑜); 7.66(d, 10H, H𝑚)	2.31(s, 12H, Hme); 3.36(s, 3H, Home)
p-NH2phO-Zn-t(p-CH3)PP; [(C6H6NO)Zn(C48H36N4)]	8.90 (s)	—	8.26(d, 10H, H𝑜); 7.69(m, 10H, H𝑚)	2.36(s, 12H, Hme); 5.09(s, 2H, HNH2)
2,4-Cl2phO-Zn-t(p-CH3)PP; [(C6H3Cl2O)Zn(C48H36N4)]	9.4 (s)	—	8.33(d, 10H, H𝑜); 7.96(d, 10H, H𝑚)	3.3(s, 12H, Hme)
p-NO2phO-Zn-t(p-CH3)PP; [(C6H4NO3)Zn(C48H36N4)]	9.01 (s)	—	8.39(d, 10H, H𝑜); 7.92(d, 10H, H𝑚)	2.65(s, 12H, Hme)

^a𝛿 in ppm; the nature of splitting pattern(s): (s = singlet, d = doublet, t = triplet, and m = multiplet); number of proton(s) and their location in the porphyrins, respectively, are given in parenthesis; o = ortho; p = para; m = meta.