1
500
Russ.Chem.Bull., Int.Ed., Vol. 56, No. 8, August, 2007
Romanova et al.
a toluene—CH CN (50 : 1) mixture gave adduct 2 (19 mg, 20%)
and the fractions containing the polyadducts.
12. I. P. Romanova, G. G. Yusupova, A. A. Nafikova, V. I.
Kovalenko, and O. G. Sinyashin, Izv. Akad. Nauk, Ser.
Khim., 2002, 1376 [Russ. Chem. Bull., Int. Ed., 2002,
51, 1491].
3
tertꢀButyl 11ꢀ{1´aꢀazaꢀ1´(2´)ꢀhomo(C60ꢀI )[5,6]fullerenyl}ꢀ
h
3
,6,9ꢀtrioxaundecanoate} (2). Found (%): C, 87.45; H, 2.08;
N, 1.35. C72H23NO . Calculated (%): C, 88.07; H, 2.34;
13. I. P. Romanova, G. G. Yusupova, O. A. Larionova, A. A.
Balandina, Sh. K. Latypov, D. G. Yakhvarov, V. V. Zverev,
and O. G. Sinyashin, Izv. Akad. Nauk, Ser. Khim., 2006, 672
[Russ. Chem. Bull., Int. Ed., 2006, 55, 697].
14. Z. Tang, P. A. Padmawar, T. Canteenwala, Y. Gao,
E. Watkins, J. Majewski, L. Y. Chiang, and H.ꢀL. Wang,
Langmuir, 2006, 22, 5366.
5
N, 1.42. MS. Found: m/z (%): 723 (C60); 984. Calculated: 981.
TLC data (Sorbfil, toluene—CH CN (5 : 1) as eluent): R 0.64
3
f
UV (CH Cl ), λmax/nm: 264, 332, 426 (broad), 555. IR (KBr),
2
2
–
1
ν/CM : 525 (fullerene fragment), 1119 (C—O); 1742 (C=O);
1
2
3
854, 2922 (C—H). H NMR (CDCl ), δ: 1.46 (s, 9 H, 3 Me);
3
.76 (m, 6 H, C(3)H —C(5)H ); 3.86 (m, 2 H, C(6)H ); 4.04
2
2
2
(
s, 2 H, C(2)H ); 4.06 (m, 2 H, C(8)H ); 4.11 (m, 2 H, C(7)H ).
15. A. MateoꢀAlonso, C. Sooambar, and M. Prato, Org. Biomol.
Chem., 2006, 4, 1629.
2
2
2
1
3
C NMR (CDCl ), δ: 28.16 (3 Me); 50.82 (C(8)); 69.12 (C(2));
3
7
0.45 (C(7)); 70.82 (C(5)); 70.84 (C(4)); 70.88 (C(3)); 70.99
16. L. Franco, M. Ruzzi, and C. Corvaja, J. Phys. Chem. B.,
2005, 109, 13431.
(
(
C(6)); 81.53 (C(9)); 169.63 (C(1)). C60N: 133.86 (2 C); 135.95
2 C); 136.32 (2 C); 137.07 (2 C); 137.51 (2 C); 137.79 (1 C);
17. S. MacMahon, R. Fond II, P. S. Baran, I. Safonov, S. R.
Wilson, and D.I. Schuster. J. Org. Chem., 2001, 66, 5449.
18. M. J. Brites, C. Santos, S. Nascimento, B. Gigante,
H. Luftmann, A. Fedorov, and M. N. BerberanꢀSantos,
New J. Chem., 2006, 30, 1036.
1
(
1
(
38.11 (2 C); 138.54 (2 C); 139.28 (2 C); 140.75 (1 C); 140.80
2 C); 141.51 (2 C); 142.67 (2 C); 142.74 (2 C); 142.81 (2 C);
42.92 (2 C); 143.23 (1 C); 143.42 (2 C); 143.57 (1 C); 143.65
2 C); 143.88 (2 C); 144.10 (2 C); 144.17 (2 C); 144.31 (2 C);
1
1
44.33 (2 C); 144.47 (2 C); 144.60 (2 C); 144.75 (2 C);
45.03 (2 C); 146.55 (2 C); 147.85 (2 C); 143.11 (2 C).
19. K. Li, P. J. Bracher, D. M. Guldi, M. A. Herranz,
L. Echegoyen, and D. I. Schuster, J. Am. Chem. Soc., 2004,
1
26, 9156.
0. C. J. Hawker, P. M. Saville, and J. W. White, J. Org. Chem.,
994, 59, 3503.
This work was financially supported by the Russian
2
2
Foundation for Basic Research (Project Nos 05ꢀ03ꢀ32418a
and 05ꢀ03ꢀ32558a) and the Division of Chemistry and
Materials Science of the Russian Academy of Sciences
1
1. M. Takeshita, T. Suzuki, and S. Shinkai, Chem. Commun.,
1994, 2587.
(
Program No. 7).
22. C.ꢀF. Chen, J.ꢀS. Li, Q.ꢀY. Zheng, G.ꢀJ. Ji, and Z.ꢀT.
Huang, J. Chem. Research, 1998, 808.
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Received February 20, 2007;
in revised form May 30, 2007