Confinement Inside a Crystalline Sponge Induces Pyrrole to Form N−H⋅⋅⋅π Bonded Tetramers
Wu, M., Zhang, J., Yuan, L., Rissanen, K., & Pan, F. (2021). Confinement Inside a Crystalline Sponge Induces Pyrrole to Form N−H⋅⋅⋅π Bonded Tetramers. Chemistry: A European Journal, 27(38), 9814-9819. https://doi.org/10.1002/chem.202100087
Published inChemistry: A European Journal
© 2021 Wiley
Based on the DFT‐level calculated molecular volume (V mol ) of pyrrole and its liquid density, pyrrole manifests the highest liquid density coefficient LD c (defined as [V mol • density • 0.6023]/FW) value of 0.7. Normal liquids have LD c < 0.63. This very high LD c is due to the strong N‐H … π interactions in solution and hence pyrrole can be considered to be a pseudo‐crystalline liquid. When trapped inside the confined space of the crystalline sponge a reorientation of the N‐H … π interaction is observed leading to specific cyclic N‐H … π tetramers and N‐H … π dimers, verified by single crystal X‐ray crystallographic and computational methods. These tetramers are of the same size as four pyrrole molecules in the solid‐state of pyrrole, yet the cyclic N‐H … π intermolecular interactions are circularly oriented instead of the linear zig‐zag structure found in the X‐ray structure of a solid pyrrole. The confinement thus acts as an external driving force for the tetramer formation.
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Additional information about fundingThe authors gratefully acknowledge financial support from the National Natural Science Foundation of China (NSFC, F.P.: grant no. 21602071), and the Fundamental Research Funds for the Central Universities (F.P.: grant no. CCNU20QN010). This work was also supported by the Program of Introducing Talents of Discipline to Universites of China (111 program, B17019).
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