B
H
N
Br
Br
C 8 H 17
C 8 H 17
H
N
Br
C 8 H 17
C 8 H 17
H 2 N
Br
C 8 H 17
C 8 H 17
3-a
3
(a)
(b)
O
O
O
O
Boc
Boc
Boc =
3-b
3-c
Scheme 1 Synthesis of linker 3. (a) [Pd(PPh 3 ) 4 ], K 2 CO 3 /H 2 O, toluene, 80
C, 16 h, 65%; (b) 10%
TFA, dichloromethane, room temperature, 0.5 h, 90%
Scheme 2 Synthesis of the linear dyad 1. (a) Imidazole/propionic acid (10:1, v/v), 140
C, 4 h
(26%); (b) [Pd(PPh 3 ) 4 ], K 2 CO 3 /H 2 O, toluene, 80
C, 16 h; (c) propionic acid, 150
C, 16 h;
(d ) [Pd(PPh 3 ) 4 ], K 2 CO 3 /H 2 O, toluene, 80
C, 16 h, 72%; (e) 4-bromo-aniline, propionic acid,
150
C, 16 h, 88%; ( f ) [PdCl 2 (dppf)] •CH 2 Cl 2 , bis(pinacolato)diboron, 1,4-dioxane, KOAc, 70
C,
16 h, 78%; (g) [Pd(PPh 3 ) 4 ], K 2 CO 3 /H 2 O, toluene, 80
C, 16 h, 40%; (h) ethanolamine, K 2 CO 3 ,
160
C, 0.5 h, 20%. Route A one-pot imidization. Route B base-promoted coupling reaction
between napthalene monoimide derivatives
Optical Properties of Assemblies of Molecules and Nanoparticles
65