X.-J. Shen et al. / Tetrahedron Letters 45 (2004) 6813–6817
6817
calcd (%) for C100
found: C, 47.30;H, 6.64;N, 2.16;
D O, DSS): for b-CD, d 5.06 (14H, d, J=3.3Hz, H1), 3.87
H
166
N
4
O
70: C, 47.21;H, 6.58;N, 2.20;
11. Crystallographic data of 2aÆ23H
2 100 212 4 93
O: C H N O ,
1
H NMR (500MHz,
Mr=2958.71, triclinic, space group P1, a=15.435(3),
a=99.310(10),
˚
c=17.949(3)A,
b=15.466(2),
b=
2
˚
3
(
14H, t, J=9.5Hz, H3), 3.83 (28H, s, H6), 3.70 (14H, d,
113.160(10), c=103.110(10)°, V=3683.0(12)A , Z=1,
ꢀ
3
ꢀ1
,
J=9.5Hz, H5), 3.65 (14H, dd, J12 =3.3Hz, J23 =9.5Hz,
H2), 3.59 (14H, t, J=9.5Hz, H4);for guest, 7.70 (2H, s,
cH ), 7.15 (2H, s, bH ), 7.08 (2H, s, aH ), 4.06 (4H, t,
qcalcd =1.313g/cm
,
l(Moka)=0.118mm
F(000)=
1538. Intensities of 35665 reflections were measured with
a Bruker Smart Apex CCD diffractometer at 293K
im
im
im
˚
J=6.9Hz, a-CH
2
), 1.75 (4H, br, b-CH
2
), 1.15 (12H, br,
(k(Moka)=0.71073A, 2h <56°), and 26,613 independent
reflections (Rint =0.026) were used in further refinement.
2
+
c-e-(CH
Compound 2b: elemental analysis calcd (%) for
35: C, 47.93;H, 6.55;N, 4.14;found: C,
2
)
6
);ESI-MS: m/z 1227 ([M+2H] /2).
The refinement converged to wR =0.1561 and
2
C
54
H
88
4
N O
1
GOF=1.073 for all independent reflections (R =0.0547
1
2
4
7.88;H, 6.56;N, 4.07; H NMR (500MHz, D
2
O, DSS):
was calculated against F for 22,826 observed reflections
with I >2r(I)). CCDC 217565 contains the supplementary
crystallographic data for this paper. This data can be
obtained online free of charge (or from the Cambridge
Crystallographic Data Centre, 12, Union Road, Cam-
bridge CB2 1EZ, UK;fax: +44-1223-336-033;or deposit@
for b-CD, d 5.06 (7H, d, J=3.3Hz, H1), 3.87 (7H, t,
J=9.5Hz, H3), 3.84 (14H, s, H6), 3.65 (7H, dd,
J
12 =3.3Hz, J23 =9.5Hz, H2), 3.63 (7H, H5), 3.58 (7H, t,
J=9.5Hz, H4);for guest, 7.59 (2H, s, cH im), 7.07 (2H, s,
bHim), 7.05 (2H, s, aHim), 4.01 (4H, t, J=6.3Hz, a-CH ),
.72 (4H, br, b-CH ), 1.16 (4H, br, c-CH );ESI-MS: m/z
2
1
6
ccdc.cam.ac.uk). Crystallographic data of 2cÆ8H O:
C H N O43, Mr=1517.39, monoclinic, space group
56 100 4
C2, a=19.101(2), b=24.032(2), c=32.580(3)A, a=90,
2
2
2
2
+
77 ([M+2H] /2).
˚
Compound 2c: elemental analysis calcd (%) for
C H N O : C, 48.98;H, 6.17;N, 4.08;found: C,
˚
3
b=93.763(12), c=90°, V=14,923(2)A , Z=8, q
=
5
6
84
4
35
calcd
1
8.86;H, 6.36;N, 4.01; H NMR (500MHz, D O, DSS):
ꢀ3
ꢀ1
4
1.329g/cm , l(Mo )=0.116mm , F(000)=6464. In-
2
ka
tensities of 40,378 reflections were measured with a Bruker
for b-CD, d 5.04 (7H, d, J=3.3Hz, H1), 3.79 (7H, t,
J=9.5Hz, H3), 3.74 (14H, s, H6), 3.63 (7H, dd,
J12 =3.3Hz, J23 =9.5Hz, H2), 3.57 (7H, t, J=9.5Hz, H4),
Smart Apex CCD diffractometer at 293K (k(Moka)=
˚
0.71073A, 2h <56°), and 27,848 independent reflections
(Rint =0.016) were used in further refinement. The refine-
3
7
5
.45 (7H, d, J=9.5Hz, H5);for guest, 7.75 (2H, s, cH im),
.16 (4H, s, Hbz), 7.11 (2H, s, bHim), 7.06 (2H, s, aHim),
ment converged to wR
independent reflections (R
F for 17,838 observed reflections with I >2r(I)). CCDC
217566 contains the supplementary crystallographic data
for this paper.
2
=0.1915 and GOF=1.073 for all
=0.0605 was calculated against
+
);ESI-MS: m/z 687 ([M+2H] /2).
.25 (4H, s, a-CH
2
1
2
Compound 2d: elemental analysis calcd (%) for
70: C, 48.33;H, 6.16;N, 2.17;found: C,
C
104 158 4
H N O
1
4
2
8.27;H, 6.18;N, 2.27; H NMR (500MHz, D O, DSS):
for b-CD, d 5.04 (14H, d, J=3.3Hz, H1), 3.82 (14H, t,
J=9.5Hz, H3), 3.76 (28H, s, H6), 3.64 (14H, d, J=9.5Hz,
H5), 3.63 (14H, dd, J12 =3.3Hz, J23 =9.5Hz, H2), 3.57
12. Schneider, H.;Hacket, F.;Rudiger, V. Chem. Rev. 1998,
98, 1755–1785.
13. (a) Avram, L.;Cohen, Y. J. Org. Chem. 2002, 67,
(
(
(
14H, t, J=9.5Hz, H4);for guest, 7.87 (2H, s, cH im), 7.43
4H, d, J=7.5Hz, 2H ), 7.35 (4H, d, J=7.5Hz, 1H ), 7.15
2639–2644;(b) Lyon, A. P.;Macartney, D. H.
Inorg.
Chem. 1997, 36, 729–736;(c) Lou, L.;Chen, H.;Tang, W.;
Zhang, Z.;Mak, T. C. W. J. Chem. Soc., Dalton Trans.
1996, 4425–4430.
bz
bz
2
2H, s, bHim), 7.08 (2H, s, aHim), 5.34 (4H, s, a-CH );ESI-
+
MS: m/z 1293 ([M+2H] /2).