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LXVI Table <strong>of</strong> Contents<br />

17.9.3 Product Subclass 3: 1,8(11),15(18),22(25)-Tetrasubstituted<br />

Phthalocyanines and 1:25,11:15-Bridged Phthalocyanines .............. 1258<br />

17.9.3.1 Method 1: From Phthalonitriles ...................................... 1258<br />

17.9.3.1.1 Variation 1: Regioselective Preparation <strong>of</strong> 1,8,15,22-Tetrasubstituted<br />

Phthalocyanines from Phthalonitriles ...................... 1260<br />

17.9.3.1.2 Variation 2: Side-Strapped 1:25,11:15-Tetrasubstituted Phthalocyanines<br />

from Bis(phthalonitriles) .................................. 1261<br />

17.9.3.2 Method 2: From Phthalic Acids ...................................... 1262<br />

17.9.3.3 Method 3: From Phthalic Anhydrides ................................ 1262<br />

17.9.3.4 Method 4: From Phthalimides ....................................... 1263<br />

17.9.3.5 Method 5: From Isoindolinediimines ................................. 1263<br />

17.9.3.6 Method 6: From the Modification <strong>of</strong> Preformed Phthalocyanines ...... 1264<br />

17.9.4 Product Subclass 4: 2,9(10),16(17),23(24)-Tetrasubstituted<br />

Phthalocyanines and 1:24,10:16-Bridged Phthalocyanines .............. 1265<br />

17.9.4.1 Method 1: From 4-Substituted Phthalonitriles ........................ 1266<br />

17.9.4.1.1 Variation 1: Side-Strapped 2:24,10:16-Bridged Phthalocyanines from<br />

4,4¢-Substituted Bis(phthalonitriles) ....................... 1268<br />

17.9.4.2 Method 2: From 4-Substituted Phthalic Acids ........................ 1268<br />

17.9.4.3 Method 3: From 4-Substituted Phthalic Anhydrides ................... 1269<br />

17.9.4.4 Method 4: From 4-Substituted Phthalimides ......................... 1270<br />

17.9.4.5 Method 5: From 5-Substituted Isoindolinediimines ................... 1270<br />

17.9.4.6 Method 6: From 4-Substituted 1,2-Dibromobenzenes ................ 1272<br />

17.9.4.7 Method 7: From 1-Imino-3-methylthioisoindolenine .................. 1272<br />

17.9.4.8 Method 8: From 3(4)-Substituted 2-Cyanobenzamides ............... 1273<br />

17.9.4.9 Method 9: From the Modification <strong>of</strong> Preformed Phthalocyanines ...... 1273<br />

17.9.5 Product Subclass 5: 1,2,8,9(10,11),15,16(17,18),22,23(24,25)-<br />

Octasubstituted Phthalocyanines ....................................... 1275<br />

17.9.5.1 Method 1: From 3,4-Disubstituted Phthalonitriles .................... 1275<br />

17.9.5.2 Method 2: From 3,4-Disubstituted Phthalic Anhydrides ............... 1275<br />

17.9.6 Product Subclass 6: 1,3,8,10(9,11),15,17(16,18),22,24(23,25)-<br />

Octasubstituted Phthalocyanines ....................................... 1276<br />

17.9.6.1 Method 1: From 3,5-Disubstituted Phthalonitriles .................... 1276<br />

17.9.6.2 Method 2: From 3,5-Disubstituted Phthalic Acids ..................... 1278<br />

17.9.6.3 Method 3: From 3,5-Disubstituted Phthalic Anhydrides ............... 1279<br />

17.9.6.4 Method 4: From 3,5-Disubstituted 1,2-Dibromobenzenes ............. 1279<br />

17.9.6.5 Method 5: By Reaction <strong>of</strong> Substituents ............................... 1280<br />

17.9.7 Product Subclass 7: 1,4,8,11,15,18,22,25-Octasubstituted Phthalocyanines 1280<br />

17.9.7.1 Method 1: From 3,6-Disubstituted Phthalonitriles .................... 1280<br />

17.9.7.2 Method 2: From Phthalic Anhydrides ................................ 1282<br />

17.9.7.3 Method 3: From Isoindolinediimines ................................. 1282<br />

17.9.7.4 Method 4: By Reaction <strong>of</strong> Substituents ............................... 1283<br />

17.9.8 Product Subclass 8: 2,3,9,10,16,17,23,24-Octasubstituted Phthalocyanines 1283<br />

17.9.8.1 Method 1: From 4,5-Disubstituted Phthalonitriles .................... 1283<br />

17.9.8.2 Method 2: From 4,5-Disubstituted Phthalic Anhydrides ............... 1284

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