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ChemComm
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DOI: 10.1039/C8CC00207J
COMMUNICATION
Journal Name
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ligand discrete assemblies. Previously reported methods
described the separation of epoxides via hydrolytic kinetic
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a) D. H. Leung, R. G. Bergman and K. N. Raymond, J. Am.
Chem. Soc. 2006, 128, 9781-9797; b) A. Nakamura and Y.
Inoue, J. Am. Chem. Soc. 2005, 127, 5338-5339; c) A. V. Davis,
D. Fiedler, M. Ziegler, A. Terpin and K. N. Raymond, J. Am.
Chem. Soc. 2007, 129, 15354-15363; d) D. Fiedler, D. H.
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2004, 126, 3674-3675; e) M. Ziegler, A. V. Davis, D. W.
1
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resolution. In contrast, our cage assemblies have been shown
to resolve ±epi in a more direct fashion.
In conclusion, we have synthesized enantiopure tetrahedral
cages
1-R and 1-S. These were found to promote
Johnson and K. N. Raymond, Angew. Chem. Int. Ed. 2003, 42
65-668; f) C. Zhao, Q.-F. Sun, W. M. Hart-Cooper, A. G.
DiPasquale, D. F. Toste, R. G. Bergman and K. N. Raymond, J.
Am. Chem. Soc. 2013, 135, 18802-18805; g) C. Zhao, F. D.
Toste, K. N. Raymond and R. G. Bergman, J. Am. Chem. Soc.
2014, 136, 14409-14412.
,
enantioselective separation of small racemic molecules having
varied functionalities such as epoxide, lactone and ketone via
crystallization inclusion. Single crystal X-ray analysis of
6
±bbl@±1 showed that guest recognition predominantly takes
place at the extrinsic cavities of the cage. Currently, we are
focussing on generating new examples of chiral cages with
varied polyhedral shapes and cavity sizes for chiral separation
of larger substrates in solution and in the solid state as well as
performing asymmetric transformations in their chiral pockets.
This work was supported by SERB, India through Grant No.
EMR/2016/000614 (R.B.). P.R. thanks the UGC, India for the
fellowship. We thank Dr. S. Chikkali for providing access to GC
measurements and Dr. R. Vaidhyanathan for adsorption
measurements.
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Conflicts of interest
There are no conflicts to declare.
49, 4121-4124.
1 A. K. Gupta, A. Yadav, A. K. Srivastava, K. R. Ramya, H.
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