TPCI - Materials Syntesis and Physical Chemistry

Molecular capsules of many different types which self-assemble in the presence of appropriate guest species are well known. Within the capsules the behavior of molecules and their reactions may follow previously unknown pathways. We study the structure of different cages, formed by different types of interactions as well as the structure and properties and reactions of molecules inside those cages.

Work in this area include the following: Calculations on the reaction energies of hydrogen bonded dimers in cages and the emission of trans-stilbene in cages explain experimental findings. Encapsulation complexes of hexyl- and cyclohexyl-halides in water soluble cavitands with urea rims. We report the use of chalcogen bonding to form container assemblies that are stable in water. We describe the effects of metal complexation on the molecular recognition behavior of cavitands with quinoxaline walls. The behavior of a,w-dienes sequestered within cavitands in aqueous (D2O) solution is described too and explained that hydrophobic forces drive the dienes into the cavitands in conformations that best fill the available space.

Chemistry in confined space

2021

The Role of Electric Field, Peripheral Chains, and Magnetic Effects on Significant H-1 Upfield Shifts of the Encapsulated Molecules in Chalcogen-Bonded Capsules, Phys. Chem. Chem. Phys. 2021, 23, 19647
DOI: https://doi.org/10.1039/D1CP02277F

2020

Chalcogen Bonding and Hydrophobic Effects Force Molecules into Small Spaces, J. Am. Chem. Soc. 2020, 142, 5876
DOI: https:/doi.org/10.1021/jacs.0c01290
Binding Selectivity and Separation Ofp-Functionalized Toluenes with a Metallo-Cavitand in Water, Chem. Commun. 2020, 56, 6945
DOI: https:/doi.org/10.1039/d0cc02778b
Aromaticity and Chemical Bonding of Chalcogen-Bonded Capsules Featuring Enhanced Magnetic Anisotropy, CHEMPHYSCHEM 2020, 21, 2187
DOI: https:/doi.org/10.1002/cphc.202000654

2019

Theoretical Investigation on the Binding of Alkyl Halides and Cyclohexyl Halides in Water-Soluble Cavitands, Chem. Phys. Lett. 2019, 728, 174
DOI: https:/doi.org/10.1016/j.cplett.2019.05.007
Recognition with Metallo Cavitands, Proc. Natl. Acad. Sci. U. S. A. 2019, 116, 17648
DOI: https:/doi.org/10.1073/pnas.1909154116

2018

Cavitands as Containers for Alpha, Omega-Dienes and Chaperones for Olefin Metathesis, Angew. CHEMIE-INTERNATIONAL Ed. 2018, 57, 15091
DOI: https:/doi.org/10.1002/anie.201808265
Asymmetric Binding of Symmetric Guests in a Water-Soluble Cavitand, Supramol. Chem. 2018, 30, 473
DOI: https:/doi.org/10.1080/10610278.2017.1422868

2015

The Effects of Hexafluoroisopropanol on Guest Binding by Water-Soluble Capsule and Cavitand Hosts, Chem. Commun. 2015, 51, 17604
DOI: https:/doi.org/10.1039/c5cc06405h
Encapsulation of Monomers, Homodimers and Heterodimers of Amides and Carboxylic Acids in Three Non-Covalent Assemblies, Struct. Chem. 2015, 26, 1585
DOI: https:/doi.org/10.1007/s11224-015-0682-9
Reversible Encapsulation in a Covalent Capsule, Chem. Phys. Lett. 2015, 633, 99
DOI: https:/doi.org/10.1016/j.cplett.2015.05.018

2014

The Role of the Host-Guest Interactions in the Relative Stability of Compressed Encapsulated Homodimers and Heterodimers of Amides and Carboxylic Acids, Theor. Chem. Acc. 2014, 133 1503
DOI: https:/doi.org/10.1007/s00214-014-1503-8

2013

Social Isomers of Picolines in a Small Space, Chem. Eur. J. 2013, 19, 17092
DOI: https://doi.org/10.1002/chem.201303117
Amplified Halogen Bonding in a Small Space, J. Am. Chem. Soc. 2013, 135, 13672
DOI: https:/doi.org/10.1021/ja407815t
Compression in Encapsulated Carboxylic Acid Homodimers, Chem. Phys. Lett. 2013, 573, 48
DOI: https:/doi.org/10.1016/j.cplett.2013.04.043
Theoretical Study of Free and Encapsulated Carboxylic Acid and Amide Dimers, Int. J. Quantum Chem. 2013, 113, 734
DOI: https:/doi.org/10.1002/qua.24062