Journal article
Stoichiometrically controlled chirality inversion in zinc bisporphyrinate–monoamine complexes
Dalton transactions (Cambridge, England : 2003), Vol.47(15), pp.5503-5512
2018
Abstract
We have designed and synthesized a novel amide-linked bisporphyrin with a 2-naphthalenecarboxamide substituent on the linker. The chirality sensing ability of this zinc porphyrinate towards chiral monoamines has been examined. Circular dichroism studies indicate chirality transfer from chiral monoamines to the corresponding host-guest complexes. Interestingly, when optically pure 1-(1-naphthyl)ethylamine is used as a guest, stoichiometrically controlled chirality inversion occurs in the formation of the corresponding zinc bisporphyrinate-monoamine complexes. Both CD and NMR spectra indicate that 1 : 1 and 1 : 2 complexes are formed in solution. DFT calculations suggest that steric interactions between the substituent of the linker and the guest in the 1 : 2 complex are responsible for this unprecedented observation. Our studies provide a unique bisporphyrin system for demonstrating that chirality transfer to the host can be tuned by changing the substituent of the linker. [ABSTRACT FROM AUTHOR], Copyright of Dalton Transactions: An International Journal of Inorganic Chemistry is the property of Royal Society of Chemistry and its content may not be copied or emailed to multiple sites or posted to a listserv without the copyright holder's express written permission. However, users may print, download, or email articles for individual use. This abstract may be abridged. No warranty is given about the accuracy of the copy. Users should refer to the original published version of the material for the full abstract.
Details
- Title
- Stoichiometrically controlled chirality inversion in zinc bisporphyrinate–monoamine complexes
- Authors
- Tingting Hu (Author) - Soochow University, People's Republic of ChinaChuanjiang Hu (Author) - Soochow University, People's Republic of ChinaYong Wang (Author) - Soochow University, People's Republic of ChinaDavid James Young (Author) - University of the Sunshine Coast - Faculty of Science, Health, Education and EngineeringJian-Ping Lang (Author) - Soochow University, People's Republic of China
- Publication details
- Dalton transactions (Cambridge, England : 2003), Vol.47(15), pp.5503-5512
- Publisher
- Royal Society of Chemistry (R S C) Publications
- Date published
- 2018
- DOI
- 10.1039/c8dt00326b
- ISSN
- 1477-9226
- Organisation Unit
- University of the Sunshine Coast, Queensland
- Language
- English
- Record Identifier
- 99451008502621
- Output Type
- Journal article
Metrics
339 Record Views
InCites Highlights
These are selected metrics from InCites Benchmarking & Analytics tool, related to this output
- Collaboration types
- Domestic collaboration
- International collaboration
- Web Of Science research areas
- Chemistry, Inorganic & Nuclear
UN Sustainable Development Goals (SDGs)
This output has contributed to the advancement of the following goals:
Source: InCites