Chemistry - An Asian Journal
10.1002/asia.201700418
FULL PAPER
Yb-complex. TEA (28 μL, 0.2 mmol) was added to the mixture of
Yb(NO ) ∙6H O (22.3 mg, 0.05 mmol) and H L (29.9 mg, 0.05 mmol) in
3 3 2 4
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(
(
c) J.-C. G. Bünzli, C. Piguet, Chem. Rev. 2002, 102, 1897-1928;
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DMF (2 mL) and the mixture was subjected to ultrasonic to obtain a
transparent yellow solution. Then 0.5 mL of water was added and then
standed for 48 h at room temperature. The yellow complex crystals
suitable for X-ray analysis were collected and washed with methanol,
then dried under vacuum to afford Yb-complex, 74 % yield. Elemental
G. Bünzli, Chem. Rev. 2010, 110, 2729-2755; (f) S. V. Eliseeva, J.-
C. G. Bunzli, Chem. Soc. Rev. 2010, 39, 189-227; (g) A. K. Hagan,
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Yan, K.-L. Yu, K.-H. Yim, W.-T. Wong, G.-L. Law, Chem. Commun.
analysis (%) found (calcd) for Yb-complex C70
H
68
N
10
O
18Yb
2
: C 50.03
−1
(
49.94), H 4.22 (4.07), N 8.32 (8.32). IR (KBr, cm ): 3438 (br, νN-H),
3
1
1
9
245(s, νO-H), 3055(w, νC-H), 2934(m, νC-H), 2830(w, νC-H), 1652(s, νC=O),
606(vs, νC=O), 1552(s, νC=C), 1528(s, νC=C), 1483(s), 1447(s), 1391(m),
355(m), 1321(w), 1238(vs), 1238(vs), 1217(m), 1080(m), 1046(w),
63(m), 928(m), 902(m), 864(m), 738(vs), 677(m), 641(m).
[
2]
Er-complex. Er-complex was prepared in the same way as Yb-complex
except that Er(NO ∙6H O (23.1 mg, 0.05 mmol) and 0.6 mL of water
3
)
3
2
2015, 51, 592-595; (f) D. E. Barry, D. F. Caffrey, T. Gunnlaugsson,
was used. The yellow complex crystals suitable for X-ray analysis were
collected and washed with methanol, then dried under vacuum to afford
Er-complex, 67 % yield. Elemental analysis (%) found (calcd) for Er-
Chem. Soc. Rev. 2016, 45, 3244-3274.
(a) C. Piguet, G. Bernardinelli, G. Hopfgartner, Chem. Rev. 1997,
[
[
3]
4]
97, 2005-2062; (b) M. Albrecht, S. Kotila, Angew. Chem. Int. Ed.
complex C76
H
84
N
12
O
20Er
2
: C 50.63 (50.21), H 4.32 (4.55), N 8.96 (9.25).
1995, 34, 2134-2137; (c) E. Terazzi, L. Guénée, B. Bocquet, J.-F.
Lemonnier, N. Dalla Favera, C. Piguet, Chem. - Eur. J. 2009, 15,
−
1
IR (KBr, cm ): 3560(s, νO-H), 3486(br, νN-H), 3240(s, νO-H), 2930(m, νC-H),
1
2719-12732.
M. Berg, A. Lützen, in Metallofoldamers, John Wiley & Sons, Ltd,
013, pp. 125-158.
(a) R. Wang, D. Song, S. Wang, Chem. Commun. 2002, 368-369;
b) Z. Zheng, Chem. Commun. 2001, 2521-2529; (c) X.-J. Zheng,
1
1
9
651(vs, νC=O), 1608(vs, νC=O), 1546(s, νC=C), 1509(s), 1446(s), 1394(m),
365(m), 1308(w), 1240(vs), 1217(vs), 1159(m), 1104(m), 1043(w),
68(w), 926(w), 902(w), 854(w), 740(vs), 707(w), 672(w), 646(w).
2
[5]
(
L.-P. Jin, S. Gao, Inorg. Chem. 2004, 43, 1600-1602; (d) Y. Zhou,
M. Hong, X. Wu, Chem. Commun. 2006, 135-143; (e) X.-L. Tang,
W.-H. Wang, W. Dou, J. Jiang, W.-S. Liu, W.-W. Qin, G.-L. Zhang,
H.-R. Zhang, K.-B. Yu, L.-M. Zheng, Angew. Chem. Int. Ed. 2009,
Tm-complex. Tm-complex was prepared in the same way as Yb-
complex except that Tm(NO ∙6H O (22.3 mg, 0.05 mmol) and 0.8 mL of
water was used. The yellow complex crystals suitable for X-ray analysis
were collected and washed with methanol, then dried under vacuum to
afford Tm-complex, 76 % yield. Elemental analysis (%) found (calcd) for
3
)
3
2
4
8, 3499-3502; (f) B. Wang, Z. Zang, H. Wang, W. Dou, X. Tang,
W. Liu, Y. Shao, J. Ma, Y. Li, J. Zhou, Angew. Chem. Int. Ed. 2013,
2, 3756-3759.
5
Tm-complex C76
H
84
N
12
O
20Tm
2
: C 49.95 (50.12), H 4.67 (4.54), N 9.21
[6]
(a) T. K. Ronson, H. Adams, L. P. Harding, S. J. A. Pope, D. Sykes,
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Habib, J. Long, P.-H. Lin, I. Korobkov, L. Ungur, W. Wernsdorfer, L.
F. Chibotaru, M. Murugesu, Chem. Sci. 2012, 3, 2158-2164.
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Hooley, J. Am. Chem. Soc. 2013, 135, 17723-17726; (b) J. M.
Klein, J. K. Clegg, V. Saggiomo, L. Reck, U. Luning, J. K. M.
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Schäffner, F. Schäffner, S. P. Verevkin, A. Börner, Chem. Rev.
2010, 110, 4554-4581.
−1
(
9.23). IR (KBr, cm ): 3562(s, νO-H), 3483(br, νN-H), 3056 (w, νC-H), 2968(w,
νC-H), 2931(m, νC-H), 2833(w), 1657(s, νC=O), 1608(vs, νC=O), 1549(s, νC=C),
1
1
6
523(s), 1452(vs), 1382(s), 1242(vs), 1220(vs), 1165(m), 1105(m),
080(s), 1080(m), 966(m), 933(m), 860(m), 741(vs), 707(w), 667(w),
38(w).
[
[
7]
8]
Lu-complex. Tm-complex was prepared in the same way as Yb-complex
except that Lu(NO ∙6H O (23.5 mg, 0.05 mmol) and 0.6 mL of water
was used. The yellow complex crystals suitable for X-ray analysis were
collected and washed with methanol, then dried under vacuum to afford
Lu-complex, 81 % yield. Elemental analysis (%) found (calcd) for Lu-
3
)
3
2
complex C70
H
68
N
10
O18Lu
2
: C 49.95 (49.83), H 4.37 (4.05), N 8.29 (8.30).
[9]
−
1
IR (KBr, cm ): 3436 (br, νN-H), 3244(w, νO-H), 3053(w, νC-H), 2933(m, νC-H),
2
1
1
7
830(w), 1653(vs, νC=O), 1608(vs, νC=O), 1551(s, νC=C), 1523(s), 1484(s),
467(s), 1448(w), 1391(m), 1356(m), 1318(w), 1239(vs), 1218(vs),
167(m), 1107(m), 1082(m), 1046(w), 966(m), 930(m), 904(m), 862(m),
[10]
Y. Xie, T.-T. Wang, X.-H. Liu, K. Zou, W.-Q. Deng, Nat. Commun.
2013, 4, 1960.
1
39(vs), 678(m), 640(m). H NMR (400 MHz, DMSO-d6) δ 8.10 (s, 1H, -
[
11]
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CN=N-), 7.96 (s, DMF), 7.40 (dd, J = 15.6, 7.6 Hz, 2H, Ar-H), 7.16 (d, J =
.2 Hz, 1H, Ar-H), 6.99 (t, J = 7.5 Hz, 1H, Ar-H), 6.85 – 6.67 (m, 1H, Ar-
H), 6.31 (t, J = 7.7 Hz, 1H, Ar-H), 4.33 (s, 2H, -OCH -), 3.63 (s, 3H, -CH ),
.89 (s, DMF), 2.74 (s, DMF).
8
2
3
2
6556-6563; (e) D. Zhao, X. H. Liu, Z. Z. Shi, C. D. Zhu, Y. Zhao, P.
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[
Acknowledgements
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4
492; (d) N. Ikpo, J. C. Flogeras, F. M. Kerton, Dalton Trans. 2013,
This study was supported by the NSFC (Grant 21431002), and
the Fundamental Research Funds for the Central Universities
42, 8998-9006; (e) M. North, S. C. Z. Quek, N. E. Pridmore, A. C.
Whitwood, X. Wu, ACS Catal. 2015, 5, 3398-3402; (f) J. A. Castro-
Osma, C. Alonso-Moreno, A. Lara-Sanchez, J. Martinez, M. North,
A. Otero, Catal. Sci. Technol. 2014, 4, 1674-1684; (g) J. Martínez,
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(lzujbky-2015-k04).
Keywords: self-assembly • lanthanide mesocate • near-infrared
2015, 21, 9850-9862; (h) C. J. Whiteoak, N. Kielland, V. Laserna,
luminescence • cyclic carbonates
E. C. Escudero-Adán, E. Martin, A. W. Kleij, J. Am. Chem. Soc.
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