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Bristow, J.C., Cliff, S.V.A., Yang, S. and Wallis, J.D. 
ORCID: 0000-0001-7259-8783,
2021.
Interaction, bond formation or reaction between a dimethylamino group and an adjacent alkene or aldehyde group in aromatic systems controlled by remote molecular constraints.
CrystEngComm.
ISSN 1466-8033
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1447505_Bristow.pdf - Published version Download (2MB) | Preview |
Abstract
Peri-peri interactions in naphthalene systems control the degree of bond formation between a peri-dimethylamino group and a polarised alkene or aldehyde group. Two peri-phenyl groups, which repel, induce closer N⋯C interactions or bond formation, while the ethylene link in the corresponding acenaphthene system has the opposite effect, and for the more electron-deficient alkenes lead to formation of a fused azepine ring initiated by the tert-amino effect. In related 1,8-fluorene derivatives N⋯C interactions occur for an aldehyde and a moderately polarised alkene, but fused azocines are formed when the alkene is more reactive.
| Item Type: | Journal article | ||||||
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| Publication Title: | CrystEngComm | ||||||
| Creators: | Bristow, J.C., Cliff, S.V.A., Yang, S. and Wallis, J.D. | ||||||
| Publisher: | Royal Society of Chemistry (RSC) | ||||||
| Date: | 27 May 2021 | ||||||
| ISSN: | 1466-8033 | ||||||
| Identifiers: |
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| Rights: | © The Royal Society of Chemistry 2021. This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. | ||||||
| Divisions: | Schools > School of Science and Technology | ||||||
| Record created by: | Laura Ward | ||||||
| Date Added: | 22 Jun 2021 15:52 | ||||||
| Last Modified: | 22 Jun 2021 15:52 | ||||||
| URI: | https://irep.ntu.ac.uk/id/eprint/43152 |
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