**2.1 Axially RPy-bonded tricationic P-porphyrins: (RPy3)2P(Tpp)3+**

The preparation of tricationic bis[3-(1-alkyl-4-pyridinio)propoxo] tetraphenylporphyrinatophosphorus(V) complex, (RPy3)2P(Tpp)3+ (Tpp = tetraphenylporphyrinato group), was performed as follows [22]. Dichloro(tetraphenylporphyrinato)phosphorus chloride ([Cl2P(Tpp)]Cl [33], 300 mg) was reacted with 3-(4-pyridyl)-1-propanol (5.0 mL) in MeCN (30 mL) at reflux temperature

**123**

*a*

*b*

*c*

*d*

**Table 1.**

*Z = charge of the complex.*

*CW = water solubility in mM. <sup>e</sup> Broadening of UV spectra occurred.*

*PDI of E. coli with cationic porphyrins.*

*n = carbon number of the alkyl chain on the Ap.*

*Molar absorption coefficient for the Soret and the Q bands in MeOH solution.*

*Photodynamic Inactivation of Escherichia coli with Cationic Porphyrin Sensitizers*

for about 24 h until the Soret band shifted from 435 to 428 nm. Bis[3-(4-pyridyl) propoxo]tetraphenylporphyrinatophosphorus(V) chloride, (Py3)2P(Tpp)+

halides (1.0 mL) in MeCN (25 mL) at reflux temperature for about 24 h to give (RPy3)2P(Tpp)3+ [22]. The yields of (RPy3)2P(Tpp)3+ are listed in **Table 1**.

Axially RPy-bonded polycationic Sb-porphyrins were prepared using dibromo(tetraphenylporphyrinato)antimony bromide ([Br2Sb(Tpp)]Br) as the starting material [34]. The partial methanolysis of [Br2Sb(Tpp)]Br (1.077 g) was performed in MeOH-MeCN (1:1, 160 mL) in the presence of pyridine (0.75 mL) at 80°C until the Soret band shifted from 427 to 423 nm. Bromo(methoxo)- (tetraphenylporphyrinato)antimony bromide ([MeO(Br)Sb(Tpp)]Br, 520 mg) was formed in 61% yield [35]. An MeCN (20 mL) solution of [Br2Sb(Tpp)]Br (150 mg) and [MeO(Br)Sb(Tpp)]Br (180 mg) was heated with 3-(4-pyridyl)- 1-propanol (3.7 mL) at refluxing temperature for about 24 h until the Soret band

(MePy3)2P(tpp) 1 +3 P 95 26.9 1.38 3.4 (BuPy3)2P(tpp) 4 +3 P 93 23.1 1.18 6.1 (PentPy3)2P(tpp) 5 +3 P 32 27.2 1.32 3.8 (HexPy3)2P(tpp) 6 +3 P 47 31.3 1.45 5.8 (HeptPy3)2P(tpp) 7 +3 P 32 26.7 1.26 6.0 (OctPy3)2P(tpp) 8 +3 P 48 18.7 0.97 3.8 (HexPy3)2Sb(tpp) 6 +3 Sb 35 16.3 4.18 11.1 (MePy3)Sb(tpp) 1 +2 Sb 42 12.7 4.45 2.4 (HexPy3)Sb(tpp) 6 +2 Sb 25 15.1 4.48 5.2 (MePy5)2P(tpp) 1 +3 P 73 28.2 1.36 >120 (EtPy5)2P(tpp) 2 +3 P 58 29.6 1.40 >120 (ButPy5)2P(tpp) 4 +3 P 44 25.3 1.29 112 (HexPy5)2P(tpp) 6 +3 P 44 24.7 1.22 64 (4EtPy5)2P(tpp) 2 +3 P 72 12.7 e 0.57 e >120 (Me)2P(PyHex) 6 +2 P 57 22.6 1.31 5.0 (Me*1*)2P(PyHex) 6 +2 P 78 14.1 0.89 11.4 (Bu*1*)2P(PyMe) 1 +2 P 94 18.1 1.01 13.6 (Bu*2*)2P(PyMe) 1 +2 P 32 21.7 1.21 13.0 (Hex*2*)2P(PyMe) 1 +2 P 45 28.6 1.63 8.0

,

(50 mg) was reacted with alkyl

 **M<sup>−</sup><sup>1</sup>**

**Soret Q**

 **cm<sup>−</sup><sup>1</sup> <sup>c</sup>** *C***W/mM d**

*DOI: http://dx.doi.org/10.5772/intechopen.82645*

was produced in 47% yield. The (Py3)2P(Tpp)+

**2.2 Axially RPy-bonded polycationic Sb-porphyrins**

**Sensitizers** *n* **<sup>b</sup>** *Z* **<sup>a</sup> Metal** Yield /% *ε/***104**

#### *Photodynamic Inactivation of Escherichia coli with Cationic Porphyrin Sensitizers DOI: http://dx.doi.org/10.5772/intechopen.82645*

for about 24 h until the Soret band shifted from 435 to 428 nm. Bis[3-(4-pyridyl) propoxo]tetraphenylporphyrinatophosphorus(V) chloride, (Py3)2P(Tpp)+ , was produced in 47% yield. The (Py3)2P(Tpp)+ (50 mg) was reacted with alkyl halides (1.0 mL) in MeCN (25 mL) at reflux temperature for about 24 h to give (RPy3)2P(Tpp)3+ [22]. The yields of (RPy3)2P(Tpp)3+ are listed in **Table 1**.
