Detailed table of contents (pdf)
Detailed table of contents (pdf) Detailed table of contents (pdf)
LXVI Table of Contents 17.9.3 Product Subclass 3: 1,8(11),15(18),22(25)-Tetrasubstituted Phthalocyanines and 1:25,11:15-Bridged Phthalocyanines .............. 1258 17.9.3.1 Method 1: From Phthalonitriles ...................................... 1258 17.9.3.1.1 Variation 1: Regioselective Preparation of 1,8,15,22-Tetrasubstituted Phthalocyanines from Phthalonitriles ...................... 1260 17.9.3.1.2 Variation 2: Side-Strapped 1:25,11:15-Tetrasubstituted Phthalocyanines from Bis(phthalonitriles) .................................. 1261 17.9.3.2 Method 2: From Phthalic Acids ...................................... 1262 17.9.3.3 Method 3: From Phthalic Anhydrides ................................ 1262 17.9.3.4 Method 4: From Phthalimides ....................................... 1263 17.9.3.5 Method 5: From Isoindolinediimines ................................. 1263 17.9.3.6 Method 6: From the Modification of Preformed Phthalocyanines ...... 1264 17.9.4 Product Subclass 4: 2,9(10),16(17),23(24)-Tetrasubstituted Phthalocyanines and 1:24,10:16-Bridged Phthalocyanines .............. 1265 17.9.4.1 Method 1: From 4-Substituted Phthalonitriles ........................ 1266 17.9.4.1.1 Variation 1: Side-Strapped 2:24,10:16-Bridged Phthalocyanines from 4,4¢-Substituted Bis(phthalonitriles) ....................... 1268 17.9.4.2 Method 2: From 4-Substituted Phthalic Acids ........................ 1268 17.9.4.3 Method 3: From 4-Substituted Phthalic Anhydrides ................... 1269 17.9.4.4 Method 4: From 4-Substituted Phthalimides ......................... 1270 17.9.4.5 Method 5: From 5-Substituted Isoindolinediimines ................... 1270 17.9.4.6 Method 6: From 4-Substituted 1,2-Dibromobenzenes ................ 1272 17.9.4.7 Method 7: From 1-Imino-3-methylthioisoindolenine .................. 1272 17.9.4.8 Method 8: From 3(4)-Substituted 2-Cyanobenzamides ............... 1273 17.9.4.9 Method 9: From the Modification of Preformed Phthalocyanines ...... 1273 17.9.5 Product Subclass 5: 1,2,8,9(10,11),15,16(17,18),22,23(24,25)- Octasubstituted Phthalocyanines ....................................... 1275 17.9.5.1 Method 1: From 3,4-Disubstituted Phthalonitriles .................... 1275 17.9.5.2 Method 2: From 3,4-Disubstituted Phthalic Anhydrides ............... 1275 17.9.6 Product Subclass 6: 1,3,8,10(9,11),15,17(16,18),22,24(23,25)- Octasubstituted Phthalocyanines ....................................... 1276 17.9.6.1 Method 1: From 3,5-Disubstituted Phthalonitriles .................... 1276 17.9.6.2 Method 2: From 3,5-Disubstituted Phthalic Acids ..................... 1278 17.9.6.3 Method 3: From 3,5-Disubstituted Phthalic Anhydrides ............... 1279 17.9.6.4 Method 4: From 3,5-Disubstituted 1,2-Dibromobenzenes ............. 1279 17.9.6.5 Method 5: By Reaction of Substituents ............................... 1280 17.9.7 Product Subclass 7: 1,4,8,11,15,18,22,25-Octasubstituted Phthalocyanines 1280 17.9.7.1 Method 1: From 3,6-Disubstituted Phthalonitriles .................... 1280 17.9.7.2 Method 2: From Phthalic Anhydrides ................................ 1282 17.9.7.3 Method 3: From Isoindolinediimines ................................. 1282 17.9.7.4 Method 4: By Reaction of Substituents ............................... 1283 17.9.8 Product Subclass 8: 2,3,9,10,16,17,23,24-Octasubstituted Phthalocyanines 1283 17.9.8.1 Method 1: From 4,5-Disubstituted Phthalonitriles .................... 1283 17.9.8.2 Method 2: From 4,5-Disubstituted Phthalic Anhydrides ............... 1284
Table of Contents LXVII 17.9.8.3 Method 3: From 5,6-Disubstituted Isoindolinediimines ............... 1285 17.9.8.4 Method 4: From 4,5-Disubstituted 1,2-Dibromobenzenes ............. 1286 17.9.8.5 Method 5: By Reaction of Substituents ............................... 1287 17.9.9 Product Subclass 9: 2:3,9:10,16:17,23:24-Bridged Phthalocyanines ...... 1287 17.9.9.1 Method 1: From 4:5-Bridged Phthalonitriles .......................... 1288 17.9.9.2 Method 2: From 5:6-Bridged Isoindolinediimines ..................... 1290 17.9.9.3 Method 3: From 4:5-Bridged 1,2-Dibromobenzenes .................. 1291 17.9.9.4 Method 4: By Reaction of Substituents ............................... 1293 17.9.10 Product Subclass 10: Dodecasubstituted Phthalocyanines .............. 1295 17.9.10.1 Method 1: From 3,4,5-Trisubstituted Phthalonitriles .................. 1295 17.9.10.2 Method 2: From 3,4,6-Trisubstituted Phthalonitriles .................. 1296 17.9.11 Product Subclass 11: 1,2,3,4,8,9,10,11,15,16,17,18,22,23,24,25-Hexadecasubstituted Phthalocyanines, 1:2,3:4,8:9,10:11,15:16,17:18,22:23,24:25- Bridged Phthalocyanines, and 1,2:3,4,8,9:10,11,15,16:17,18,22,23:24,25- Bridged Phthalocyanines ............................................... 1296 17.9.11.1 Method 1: From 3,4,5,6-Tetrasubstituted Phthalonitriles .............. 1297 17.9.11.1.1 Variation 1: Hexadecasubstituted Phthalocyanines Possessing Two Types of Substituents .......................................... 1298 17.9.11.1.2 Variation 2: 1,4,8,11,15,18,22,25-Octasubstituted 2:3,9:10,16:17,23:24- Bridged Phthalocyanines from Phthalonitriles .............. 1299 17.9.11.1.3 Variation 3: 1:2,3:4,8:9,10:11,15:16,17:18,22:23,24:25-Bridged Phthalocyanines from Phthalonitriles ...................... 1299 17.9.11.2 Method 2: From 3,4,5,6-Tetrasubstituted Phthalic Anhydrides ........ 1300 17.9.11.2.1 Variation 1: 1:2,3:4,8:9,10:11,15:16,17:18,22:23,24:25-Bridged Phthalocyanines from Mellitic Anhydride .................. 1301 17.9.11.3 Method 3: 1,4,8,11,15,18,22,25-Octasubstituted-2:3,9:10,16:17,23:24bridged Phthalocyanines from 1,2-Dibromobenzenes ...... 1301 17.9.11.4 Method 4: By Reaction of Substituents ............................... 1302 17.9.11.4.1 Variation 1: 1,4,8,11,15,18,22,25-Octasubstituted-2:3,9:10,16:17,23:24bridged Phthalocyanines by Reaction of Substituents ...... 1302 17.9.11.4.2 Variation 2: 1:2,3:4,8:9,10:11,15:16,17:18,22:23,24:25-Bridged Phthalocyanines by Reaction of Substituents .............. 1303 17.9.12 Product Subclass 12: Tetraazaporphyrins ............................... 1304 17.9.12.1 Method 1: From 1,2-Disubstituted Maleonitriles ...................... 1304 17.9.12.1.1 Variation 1: 2:3,7:8,12:13,17:18-Bridged Tetraazaporphyrins from Cyclic Maleonitriles ............................................. 1306 17.9.12.2 Method 2: From the Modification of Preformed Tetraazaporphyrins ... 1307 17.9.13 Product Subclass 13: 1,2-Naphthalocyanines ............................ 1308 17.9.13.1 Method 1: From 1,2-Dicyanonaphthalenes ........................... 1309 17.9.14 Product Subclass 14: 2,3-Naphthalocyanines ............................ 1310 17.9.14.1 Method 1: From 2,3-Dicyanonaphthalenes ........................... 1310 17.9.14.2 Method 2: From Benzoisoindolinediimines ........................... 1312 17.9.14.3 Method 3: By Reaction of Substituents ............................... 1312
- Page 7 and 8: Table of Contents XV 17.1.2.3.1.3 B
- Page 9 and 10: Table of Contents XVII 17.1.3.2 1,4
- Page 11 and 12: Table of Contents XIX 17.1.3.3.1.1.
- Page 13 and 14: Table of Contents XXI 17.2 Product
- Page 15 and 16: Table of Contents XXIII 17.2.1.2.1.
- Page 17 and 18: Table of Contents XXV 17.2.1.3.1.1
- Page 19 and 20: Table of Contents XXVII 17.2.2 Prod
- Page 21 and 22: Table of Contents XXIX 17.2.2.1.3.3
- Page 23 and 24: Table of Contents XXXI 17.2.2.2.1.4
- Page 25 and 26: Table of Contents XXXIII 17.2.3.1.1
- Page 27 and 28: Table of Contents XXXV 17.2.3.1.2.2
- Page 29 and 30: Table of Contents XXXVII 17.2.3.1.4
- Page 31 and 32: Table of Contents XXXIX 17.3.3.2 Sy
- Page 33 and 34: Table of Contents XLI 17.4.2.2.2.2
- Page 35 and 36: Table of Contents XLIII 17.4.4.1.2.
- Page 37 and 38: Table of Contents XLV 17.4.5.1.2.3
- Page 39 and 40: Table of Contents XLVII 17.4.5.4.1.
- Page 41 and 42: Table of Contents XLIX 17.4.6.2.4.2
- Page 43 and 44: Table of Contents LI 17.4.6.5.4.2 A
- Page 45 and 46: Table of Contents LIII 17.4.6.7.4.4
- Page 47 and 48: Table of Contents LV 17.5.2.2.1 Met
- Page 49 and 50: Table of Contents LVII 17.6.2.1.1.4
- Page 51 and 52: Table of Contents LIX 17.6.5.2.2.1.
- Page 53 and 54: Table of Contents LXI 17.7.3.2 [2.3
- Page 55 and 56: Table of Contents LXIII 17.7.5.1.2.
- Page 57: Table of Contents LXV 17.8.3.2 Cont
- Page 61: Table of Contents LXIX 17.9.22.3 Me
Table <strong>of</strong> Contents LXVII<br />
17.9.8.3 Method 3: From 5,6-Disubstituted Isoindolinediimines ............... 1285<br />
17.9.8.4 Method 4: From 4,5-Disubstituted 1,2-Dibromobenzenes ............. 1286<br />
17.9.8.5 Method 5: By Reaction <strong>of</strong> Substituents ............................... 1287<br />
17.9.9 Product Subclass 9: 2:3,9:10,16:17,23:24-Bridged Phthalocyanines ...... 1287<br />
17.9.9.1 Method 1: From 4:5-Bridged Phthalonitriles .......................... 1288<br />
17.9.9.2 Method 2: From 5:6-Bridged Isoindolinediimines ..................... 1290<br />
17.9.9.3 Method 3: From 4:5-Bridged 1,2-Dibromobenzenes .................. 1291<br />
17.9.9.4 Method 4: By Reaction <strong>of</strong> Substituents ............................... 1293<br />
17.9.10 Product Subclass 10: Dodecasubstituted Phthalocyanines .............. 1295<br />
17.9.10.1 Method 1: From 3,4,5-Trisubstituted Phthalonitriles .................. 1295<br />
17.9.10.2 Method 2: From 3,4,6-Trisubstituted Phthalonitriles .................. 1296<br />
17.9.11 Product Subclass 11: 1,2,3,4,8,9,10,11,15,16,17,18,22,23,24,25-Hexadecasubstituted<br />
Phthalocyanines, 1:2,3:4,8:9,10:11,15:16,17:18,22:23,24:25-<br />
Bridged Phthalocyanines, and 1,2:3,4,8,9:10,11,15,16:17,18,22,23:24,25-<br />
Bridged Phthalocyanines ............................................... 1296<br />
17.9.11.1 Method 1: From 3,4,5,6-Tetrasubstituted Phthalonitriles .............. 1297<br />
17.9.11.1.1 Variation 1: Hexadecasubstituted Phthalocyanines Possessing Two Types<br />
<strong>of</strong> Substituents .......................................... 1298<br />
17.9.11.1.2 Variation 2: 1,4,8,11,15,18,22,25-Octasubstituted 2:3,9:10,16:17,23:24-<br />
Bridged Phthalocyanines from Phthalonitriles .............. 1299<br />
17.9.11.1.3 Variation 3: 1:2,3:4,8:9,10:11,15:16,17:18,22:23,24:25-Bridged<br />
Phthalocyanines from Phthalonitriles ...................... 1299<br />
17.9.11.2 Method 2: From 3,4,5,6-Tetrasubstituted Phthalic Anhydrides ........ 1300<br />
17.9.11.2.1 Variation 1: 1:2,3:4,8:9,10:11,15:16,17:18,22:23,24:25-Bridged<br />
Phthalocyanines from Mellitic Anhydride .................. 1301<br />
17.9.11.3 Method 3: 1,4,8,11,15,18,22,25-Octasubstituted-2:3,9:10,16:17,23:24bridged<br />
Phthalocyanines from 1,2-Dibromobenzenes ...... 1301<br />
17.9.11.4 Method 4: By Reaction <strong>of</strong> Substituents ............................... 1302<br />
17.9.11.4.1 Variation 1: 1,4,8,11,15,18,22,25-Octasubstituted-2:3,9:10,16:17,23:24bridged<br />
Phthalocyanines by Reaction <strong>of</strong> Substituents ...... 1302<br />
17.9.11.4.2 Variation 2: 1:2,3:4,8:9,10:11,15:16,17:18,22:23,24:25-Bridged<br />
Phthalocyanines by Reaction <strong>of</strong> Substituents .............. 1303<br />
17.9.12 Product Subclass 12: Tetraazaporphyrins ............................... 1304<br />
17.9.12.1 Method 1: From 1,2-Disubstituted Maleonitriles ...................... 1304<br />
17.9.12.1.1 Variation 1: 2:3,7:8,12:13,17:18-Bridged Tetraazaporphyrins from Cyclic<br />
Maleonitriles ............................................. 1306<br />
17.9.12.2 Method 2: From the Modification <strong>of</strong> Preformed Tetraazaporphyrins ... 1307<br />
17.9.13 Product Subclass 13: 1,2-Naphthalocyanines ............................ 1308<br />
17.9.13.1 Method 1: From 1,2-Dicyanonaphthalenes ........................... 1309<br />
17.9.14 Product Subclass 14: 2,3-Naphthalocyanines ............................ 1310<br />
17.9.14.1 Method 1: From 2,3-Dicyanonaphthalenes ........................... 1310<br />
17.9.14.2 Method 2: From Benzoisoindolinediimines ........................... 1312<br />
17.9.14.3 Method 3: By Reaction <strong>of</strong> Substituents ............................... 1312
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