Research Project
Grant-in-Aid for Challenging Exploratory Research
Selective recognition of saccharides by artificial receptors in water is a challenging goal due to their strong hydrophilicities and complex molecular structures with subtle regio- and stereochemical differences. Here we report the selective and efficient encapsulation of D-sucrose within a coordination-driven molecular capsule from natural saccharide mixtures in water (~100% selectivity and >85% yield). Unlike previous artificial receptors and natural receptors that rely on multiple hydrogen-bonding interactions, theoretical calculations and control experiments indicate that the observed unique selectivity arises frommultiple CH-pi interactions between the sucrose hydrocarbon backbone and the shape-complementary polyaromatic cavity (~1 nm in diameter) of the capsule.
All 2017 2016 Other
All Journal Article (11 results) (of which Int'l Joint Research: 3 results, Peer Reviewed: 11 results, Open Access: 3 results, Acknowledgement Compliant: 6 results) Presentation (22 results) (of which Int'l Joint Research: 5 results, Invited: 6 results) Remarks (1 results)
Nature Communications
Volume: 8 Issue: 1 Pages: 749-749
10.1038/s41467-017-00605-5
Science Advances
Volume: 3 Issue: 8
10.1126/sciadv.1701126
Angewandte Chemie International Edition
Volume: 56 Issue: 38 Pages: 11360-11364
10.1002/anie.201703357
Volume: 8 Issue: 1 Pages: 15914-15914
10.1038/ncomms15914
Volume: 56 Issue: 13 Pages: 3570-3574
10.1002/anie.201612489
Angew. Chem. Int. Ed.
Volume: 55 Issue: 48 Pages: 15031-15034
10.1002/anie.201608350
Chem. Eur. J.
Volume: 22 Issue: 49 Pages: 17557-17561
10.1002/chem.201604384
Volume: 22 Issue: 40 Pages: 14147-14150
10.1002/chem.201603032
Dalton Trans.
Volume: 45 Issue: 33 Pages: 13214-13221
10.1039/c6dt01801g
Chemical Communications
Volume: 52 Issue: 15 Pages: 3151-3154
10.1039/c5cc09647b
Chem. Asian J.
Volume: 11 Issue: 4 Pages: 474-477
10.1002/asia.201501238
http://www.res.titech.ac.jp/~smart/smartj.html