Dec, 2017
Synthesis and Properties of Bicyclo[2.2.2]octadiene-and Benzene-Fused Bis(thiaporphyrin)s
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN
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- Volume
- 90
- Number
- 12
- First page
- 1375
- Last page
- 1381
- Language
- English
- Publishing type
- Research paper (scientific journal)
- DOI
- 10.1246/bcsj.20170257
- Publisher
- CHEMICAL SOC JAPAN
In this study, a benzene-fused bis(thiaporphyrin) was synthesized by the retro-Diels-Alder reaction of a bicyclo[2.2.2]octadiene (BCOD)-fused bis(thiaporphyrin) precursor. This precursor was prepared by the double [3+ 1] porphyrin synthesis of the BCOD-fused dipyrrole with thiatripyrrane. The ultraviolet-visible (UV-vis) spectrum of benzene-fused bis( thiaporphyrin) in dichloromethane was extremely different from that of the corresponding benzene-fused bis(porphyrin). In contrast, extremely similar spectra were obtained in the presence of trifluoroacetic acid. The similar electronic structures in the protonated states were supported by X-ray analysis and time-dependent density-functional theory (TD-DFT) calculations.
- Link information
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- DOI
- https://doi.org/10.1246/bcsj.20170257
- Web of Science
- https://gateway.webofknowledge.com/gateway/Gateway.cgi?GWVersion=2&SrcAuth=JSTA_CEL&SrcApp=J_Gate_JST&DestLinkType=FullRecord&KeyUT=WOS:000418192100001&DestApp=WOS_CPL
- URL
- https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=85038560794&origin=inward
- ID information
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- DOI : 10.1246/bcsj.20170257
- ISSN : 0009-2673
- eISSN : 1348-0634
- SCOPUS ID : 85038560794
- Web of Science ID : WOS:000418192100001