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8125
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3. (a) Joshi, M. P.; Swiatkiewicz, J.; Xu, F.; Prasad, P. N.;
19. (a) Lai, G.; Bu, X. R.; Santos, J.; Mintz, E. A. Synlett
1997, 1275–1276; (b) Elandaloussi, E. H.; Spangler, C.
W. Polym. Prepr. (Am. Chem. Soc., Div. Polym. Chem.)
1998, 39, 1055–1056.
Reinhardt, B. A.; Kannan, R. Opt. Lett. 1998, 23, 1742–
1
744; (b) Chung, S.-J.; Kim, K.-S.; Lin, T.-C.; He, G. S.;
Swiatkiewicz, J.; Prasad, P. N. J. Phys. Chem. B 1999,
03, 10741–10745; (c) He, G. S.; Swiatkiewicz, J.; Jiang,
1
20. Selected data for:
1
Y.; Prasad, P. N.; Reinhardt, B. A.; Tan, L.-S.; Kannan,
R. J. Phys. Chem. A 2000, 104, 4805–4810; (d) Macak, P.;
9: mp 80–81°C; H NMR (200.13 MHz, CDCl ) l 10.06
3
(s, 3H), 7.88 (d, J=1.4, 3H), 7.86 (dd, J=8.3, 1.4, 3H),
Luo, Y.; Norman, P.; A
13, 7055–7061; (e) Chung, S.-J.; Lin, T.-C.; Kim, K.-S.;
,
gren, H. J. Chem. Phys. 2000,
7
3
1
2
0
1
1
1
2
9
1
.81 (d, J=8.3, 3H), 7.76 (d, J=8.0, 3H), 7.54 (d, J=8.0,
H), 7.50 (s, 3H), 7.50 and 7.16 (AA%XX%, JAX=8.5,
2H), 7.22 (d, J=15.6, 3H), 7.13 (d, J=15.6, 3H), 2.10–
1
He, G. S.; Swiatkiewicz, J.; Prasad, P. N.; Baker, G. A.;
Bright, F. V. Chem. Mater. 2001, 13, 4071–4076; (f) Cho,
B. R.; Son, K. H.; Sang, H. L.; Song, Y.-S.; Lee, Y.-K.;
Jeon, S.-J.; Choi, J. H.; Lee, H.; Cho, M. J. Am. Chem.
Soc. 2001, 123, 10039–10045; (g) Lee, W.-H.; Lee, H.;
Kim, J.-A.; Choi, J.-H.; Cho, M.; Jeon, S.-J.; Cho, B. R.
J. Am. Chem. Soc. 2001, 123, 10658–10667; (h) Fuks-
Janczarek, I.; Nunzi, J.-M.; Sahraoui, B.; Kityk, I. V.;
Berdowski, J.; Caminade, A. M.; Majoral, J.-P.; Mar-
tineau, A. C.; Frere, P.; Roncali, J. Opt. Commun. 2002,
.00 (m, 12H), 1.28–1.02 (m, 72H), 0.82 (t, J=6.5, 18H),
13
.72–0.52 (m, 12H); C NMR (50.32 MHz, CDCl ) l
3
92.3, 152.8, 151.7, 147.2, 146.7, 139.0, 138.2, 135.1,
32.2, 130.6, 128.4, 127.6, 127.5, 125.7, 124.3, 123.0,
21.2, 120.8, 119.8, 55.2, 40.2, 31.8, 29.9, 29.4, 29.21,
+
9.17, 23.7, 22.6, 14.0; HRMS (ES , CH OH/CH Cl :
3
2
2
+
5/5) calcd for C120H153NO Na ([M+Na] ) m/z
3
679.1748, found 1679.1731. Anal. calcd for
C120H153NO3 (1657.55): C, 86.95; H, 9.30; N, 0.84.
2
09, 461–466; (i) Abbotto, A.; Beverina, L.; Bozio, R.;
Found: C, 86.99; H, 9.32; N, 0.72.
Facchetti, A.; Ferrante, C.; Pagani, G. A.; Pedron, D.;
Signorini, R. Chem. Commun. 2003, 2144–2145; (j)
Zhang, B. J.; Jeon, S.-J. Chem. Phys. Lett. 2003, 377,
1
1
7
7
4: mp 109–110°C; H NMR (200.13 MHz, CDCl ) l
3
.64 (d, J=7.8 Hz, 3H), 7.62 (d, J=7.8 Hz, 3H), 7.51–
.34 (m, 24H), 7.14 (d, J=8.3 Hz, 6H), 7.14 (s, 6H), 7.10
2
10–216.
(
d, J=16.4 Hz, 3H), 6.96 (d, J=16.4 Hz, 3H), 6.64 (d,
1
4. (a) McDonagh, A. M.; Humphrey, M. G.; Samoc, M.;
Barry, L.-D. Organometallics 1999, 18, 5195–5197; (b)
Adronov, A.; Fr e´ chet, J. M. J.; He, G. S.; Kim, K.-S.;
Chung, S.-J.; Swiatkiewicz, J.; Prasad, P. N. Chem.
Mater. 2000, 12, 2838–2841; (c) Drobizhev, M.; Karotki,
A.; Rebane, A.; Spangler, C. W. Opt. Lett. 2001, 26,
J=9.1 Hz, 6H), 3.30 (t, J=7.3 Hz, 12H), 2.06–1.94 (m,
1
1
2H), 1.67–1.52 (m, 12H), 1.37 (sext, J=7.3 Hz, 12H),
.30–1.01 (m, 72H), 0.97 (t, J=7.3 Hz, 18H), 0.82 (t,
13
J=6.5 Hz, 18H), 0.77–0.63 (m, 12H); C NMR (50.32
MHz, CDCl ) l 151.4, 147.7, 146.5, 140.7, 139.6, 137.3,
3
1
1
5
2
2
36.1, 132.4, 128.2, 127.7, 127.3, 127.0, 125.4, 125.01,
24.96, 124.7, 124.3, 120.6, 120.1, 119.7, 119.6, 111.6,
4.9, 50.8, 40.5, 31.8, 30.1, 29.5, 29.4, 29.2, 23.7, 22.6,
1
081–1083; (d) Drobizhev, M.; Karotki, A.; Dzenis, Y.;
Rebane, A.; Suo, Z.; Spangler, C. W. J. Phys. Chem. B
003, 107, 7540–7543; (e) Mongin, O.; Brunel, J.; Porr e` s,
L.; Blanchard-Desce, M. Tetrahedron Lett. 2003, 44,
813–2816.
2
+
0.4, 14.1, 14.0; ES -MS (CH OH/CH Cl : 10/90) m/z
3
2
2
+
2+
3+
260.7 ([M+H] ), 1130.9 ([M+2H] ), 754.4 ([M+3H] );
2
+
HRMS (ES , CH OH/CH Cl : 10/90) calcd for
C165H224N ([M+2H] ) m/z 1130.8826, found 1130.8835.
1
5. Similar conditions were previously used to obtain 1,3,5-
tris-(4-formylphenyl)benzene from 1,3,5-tris(4-bromo-
phenyl)benzene: Weber, E.; Hecker, M.; Koepp, E.;
Orlia, W.; Czugler, M.; Cs o¨ regh, I. J. Chem. Soc., Perkin
Trans. 2 1988, 1251–1257.
3
2
2
2
+
4
Anal. calcd for C165H222N (2261.62): C, 87.63; H, 9.89;
4
N, 2.48. Found: C, 87.28; H, 10.13; N, 2.22.
2
2
1. Xu, C.; Webb, W. W. J. Opt. Soc. Am. B 1996, 13,
481–491.
1
1
1
6. Porr e` s, L.; Bhatthula, B. K. G.; Blanchard-Desce, M.
2. This allows ruling out excited-state absorption, which can
lead to an artificially enhanced ‘effective’ TPA cross-sec-
tion when experiments are conducted using nanosecond
excitation pulses.
Synthesis 2003, 1541–1544.
7. Shirota, Y.; Kobata, T.; Noma, N. Chem. Lett. 1989,
1
145–1148.
8. Jeffery, T. Tetrahedron 1996, 52, 10113–10130.