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Scheme 2 Step-wise assembly of adduct 6.
dynamic nature of the B–N bond could be advantageous for the
construction of boron-based polyrotaxanes17 or covalent organic
rotaxane frameworks, in analogy to the coordination polyrotax-
anes and metal–organic rotaxane frameworks described by the
groups of Kim and Loeb.18 Current efforts in this direction are
being pursued in our laboratory.
7 J. Wu, K. C.-F. Leung and J. F. Stoddart, Proc. Natl. Acad. Sci.
U. S. A., 2007, 104, 17266.
8 K. C.-F. Leung, F. Arico, S. J. Cantrill and J. F. Stoddart, J. Am.
´
This work was supported by the EPFL and the Swiss
National Science Foundation. We are grateful to Dr. E. Solari
for help with the crystallographic investigations.
Chem. Soc., 2005, 127, 5808.
9 For a recent report about the assembly of a catenane using four
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Notes and references
zUnfortunately, the quality of the structures of rotaxanes 1 and 2 are
very low. The axles are well defined, but strong disorder is observed for
the ethylene glycol part of the crown ethers and the CF3 groups. This
disorder, combined with the weakness of the observed diffraction and
twinning problems for 1, prevented us from obtaining better results. The
distances of the C–Hꢀ ꢀ ꢀO bonds are therefore not discussed in detail.
Data for 1: C76H68B2F12N2O14, Mr = 1482.94, monoclinic, space group
P21/c, a = 11.7382(12), b = 16.517(3), c = 17.832(4) A, b =
98.670(13)1, V = 3417.7(10) A3, Z = 2, T = 100(2) K, 40239 reflections
11 N. Christinat, E. Croisier, R. Scopelliti, M. Cascella, U.
Rothlisberger and K. Severin, Eur. J. Inorg. Chem., 2007
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5177.
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collected, 5990 independent reflections, Rint
=
0.0786,
R1 [I 4 2s(I)] = 0.1633, wR2 (all data) = 0.5002. CCDC 683419.
Data for 2: C89H88B2F12N2O14, Mr = 1659.23, triclinic, space group P-
1, a = 13.4013(9), b = 14.5562(10), c = 22.3107(17) A, a = 96.487(6), b
=
107.062(6), g = 92.798(6)1, V = Z = 2,
4118.6(5) A3,
T = 140(2) K, 26573 reflections collected, 11389 independent reflections,
Rint = 0.1597, R1 [I 4 2s(I)] = 0.1543, wR2 (all data) = 0.4318. CCDC
683420.
Data for 3: C73H70B2F12N2O14, Mr = 1448.93, monoclinic, space group
P21/c, a = 14.0418(4), b = 22.0219(6), c = 22.2997(6) A, b =
96.386(3)1, V = 6852.9(3) A3, Z = 4, T = 140(2) K, 45866 reflections
collected, 12085 independent reflections, Rint = 0.0413, R1 [I 4 2s(I)] =
0.0696, wR2 (all data) = 0.2075. CCDC 683421.
For crystallographic data in CIF or other electronic format see DOI:
10.1039/b805437a
y In view of the numerous species involved, we have not attempted to a
derive binding constant for the interaction of 5 with crown ethers.
16 F.-G. Klarner and B. Kahler, Acc. Chem. Res., 2003, 36, 919.
¨
17 For a review about polyrotaxanes, see: T. Takata, Polym. J., 2006,
38, 1.
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2 D. B. Amabilino, F. M. Rayno and J. F. Stoddart, in Comprehen-
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ꢁc
This journal is The Royal Society of Chemistry 2008
3662 | Chem. Commun., 2008, 3660–3662