Helicity discrimination in N,N′-dibenzoyl-1,2,3,4,7,8,9,10-octahydro- 1,10-phenanthrolines and their thiono- and selenocarbonyl analogues by inclusion complexation with chiral diols
Organic and Biomolecular Chemistry, ISSN: 1477-0520, Vol: 11, Issue: 43, Page: 7522-7529
2013
- 5Citations
- 5Captures
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Example: if you select the 1-year option for an article published in 2019 and a metric category shows 90%, that means that the article or review is performing better than 90% of the other articles/reviews published in that journal in 2019. If you select the 3-year option for the same article published in 2019 and the metric category shows 90%, that means that the article or review is performing better than 90% of the other articles/reviews published in that journal in 2019, 2018 and 2017.
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Metrics Details
- Citations5
- Citation Indexes5
- CrossRef5
- Captures5
- Readers5
Article Description
X-ray crystallographic analysis of the title compounds revealed that they assume a folded helical conformation of an approximate C symmetry in the solid state. Dithioamide 5b, diselenoamide 5c and monoselenoamide 5d were resolved to enantiomers by inclusion crystallization with optically active diols (TADDOLs). The absolute configuration of the guest molecules in the complexes 5b·6a, 5c·6a and 5d·6a was assigned as P. The optical activity of the resolved compounds is manifested by their CD spectra showing relatively strong Cotton effects in the region of thionoamide and selenoamide n-π* transition. The optically active thiono- and selenoamides are configurationally labile compounds and gradually racemize in solution but they are stable in the form of the inclusion complexes. The first-order kinetics of the racemization in solution allowed us to assign the racemization barriers by the spectropolarimetric measurements. © 2013 The Royal Society of Chemistry.
Bibliographic Details
http://www.scopus.com/inward/record.url?partnerID=HzOxMe3b&scp=84886893329&origin=inward; http://dx.doi.org/10.1039/c3ob41216d; http://www.ncbi.nlm.nih.gov/pubmed/24089216; https://xlink.rsc.org/?DOI=c3ob41216d; https://dx.doi.org/10.1039/c3ob41216d; https://pubs.rsc.org/en/content/articlelanding/2013/ob/c3ob41216d
Royal Society of Chemistry (RSC)
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