Reaction SMILES: [CH:1]([O:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][O:10][C:11]1[CH:19]=[CH:18][C:14]([C:15](O)=[O:16])=[CH:13][CH:12]=1)=[CH2:2].[OH:20][C:21]1[CH:85]=[CH:84][C:24]([CH2:25][NH:26][C:27]2[C:36]3[C:31](=[CH:32][CH:33]=[CH:34][CH:35]=3)[C:30](/[N:37]=[N:38]/[C:39]3[CH:83]=[CH:82][C:42]([C:43]([O:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][O:52][C:53](=[O:81])[C:54]4[CH:59]=[CH:58][C:57](/[N:60]=[N:61]/[C:62]5[C:71]6[C:66](=[CH:67][CH:68]=[CH:69][CH:70]=6)[C:65]([NH:72][CH2:73][C:74]6[CH:79]=[CH:78][C:77]([OH:80])=[CH:76][CH:75]=6)=[CH:64][CH:63]=5)=[CH:56][CH:55]=4)=[O:44])=[CH:41][CH:40]=3)=[CH:29][CH:28]=2)=[CH:23][CH:22]=1>C1COCC1.C(N(CC)CC)C.CN(C1C=CN=CC=1)C>[CH:1]([O:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][O:10][C:11]1[CH:12]=[CH:13][C:14]([C:15]([O:20][C:21]2[CH:22]=[CH:23][C:24]([CH2:25][NH:26][C:27]3[C:36]4[C:31](=[CH:32][CH:33]=[CH:34][CH:35]=4)[C:30](/[N:37]=[N:38]/[C:39]4[CH:40]=[CH:41][C:42]([C:43]([O:45][CH2:46][CH2:47][CH2:48][CH2:49][CH2:50][CH2:51][O:52][C:53](=[O:81])[C:54]5[CH:59]=[CH:58][C:57](/[N:60]=[N:61]/[C:62]6[C:71]7[C:66](=[CH:67][CH:68]=[CH:69][CH:70]=7)[C:65]([NH:72][CH2:73][C:74]7[CH:75]=[CH:76][C:77]([O:80][C:15](=[O:16])[C:14]8[CH:18]=[CH:19][C:11]([O:10][CH2:9][CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][O:3][CH:1]=[CH2:2])=[CH:12][CH:13]=8)=[CH:78][CH:79]=7)=[CH:64][CH:63]=6)=[CH:56][CH:55]=5)=[O:44])=[CH:82][CH:83]=4)=[CH:29][CH:28]=3)=[CH:84][CH:85]=2)=[O:16])=[CH:18][CH:19]=1)=[CH2:2]
Reactant: O=C(OCCCCCCOC(=O)c1ccc(/N=N/c2ccc(NCc3ccc(O)cc3)c3ccccc23)cc1)c1ccc(/N=N/c2ccc(NCc3ccc(O)cc3)c3ccccc23)cc1
Reactant: C=COCCCCCCOc1ccc(C(=O)O)cc1
Agent: CN(C)c1ccncc1
Solvent: C1CCOC1
Solvent: CCN(CC)CC
Product: C=COCCCCCCOc1ccc(C(=O)Oc2ccc(CNc3ccc(/N=N/c4ccc(C(=O)OCCCCCCOC(=O)c5ccc(/N=N/c6ccc(NCc7ccc(OC(=O)c8ccc(OCCCCCCOC=C)cc8)cc7)c7ccccc67)cc5)cc4)c4ccccc34)cc2)cc1
Temperature: -30 °C
Reaction time: 1 h
Yield: 54.6 %

Procedure:
0.66 g of 4-{[6-(vinyloxy)hexyl]oxy}benzoic acid (2.5 mM) were dissolved in 25 ml of THF and 2.53 g of triethylamine (25.0 mM). The solution was cooled to −30° C. and 0.29 g of methansulfochloride (2.5 mM) were added dropwise. The mixture was stirred for 1 h during which the temperature was allowed to rise to −10° C. At this temperature, 0.88 g of 6-{[4-((E)-{4-[(4-hydroxybenzyl)amino]-1-naphthyl}diazenyl)benzoyl]oxy}hexyl 4-((E)-{4-[(4-hydroxybenzyl)amino]-1-naphthyl}diazenyl)-benzoate (1.0 mM) were added at once, followed by 10 mg of DMAP. The reaction mixture was allowed to warm to room temperature while stirred overnight. The next day, the mixture was filtered through a pad of celite filter aid and evaporated to dryness. The residue was dissolved in 15 ml of THF and to this solution were added dropwise 25 ml of methanol at room temperature. When addition was complete, the resulting suspension was stirred for 30 min. at room temperature and then the solids were filtered off, washed with methanol and dried to give 0.75 g (0.55 mM, 55%) of 6-[(4-{(E)-[4-({4-[(4-{[6-(vinyloxy)hexyl]oxy}benzoyl)oxy]benzyl}amino)-1-naphthyl]diazenyl}benzoyl)oxy]hexyl 4-{(E)-[4-({4-[(4-{[6-(vinyloxy)hexyl]oxy}benzoyl)oxy]benzyl}amino)-1-naphthyl]diazenyl}benzoate as red crystals, λmax=478 nm, ε=62000 (THF).