Highly functionalised (γ-azido/γ-fluoro-β-iodo/)vinyl derivatives from phosphorus based allenes or allenoates: I⋯O halogen bonding interactions
Highly functionalised (γ-azido/γ-fluoro-β-iodo/)vinyl derivatives from phosphorus based allenes or allenoates: I⋯O halogen bonding interactions
| dc.contributor.author | Anitha, Mandala | |
| dc.contributor.author | Kumara Swamy, K. C. | |
| dc.date.accessioned | 2022-03-27T09:47:34Z | |
| dc.date.available | 2022-03-27T09:47:34Z | |
| dc.date.issued | 2019-01-01 | |
| dc.description.abstract | Multifunctional γ-azido/γ-fluoro-β-iodo-vinyl phosphine oxides/phosphonates/esters/sulfone were synthesised by iodination followed by azidation/fluorination of phosphorus-based allenes or allenoates (allenyl esters) or a sulphur based allene. Surprisingly, the reaction of (γ,β)-diiodo-vinyl-phosphonate with TBAF [n-Bu4NF] led to the corresponding allenylphosphonate; in contrast, the use of CsF in a similar reaction led to novel γ-diiodo-allenylphosphonate along with the corresponding non-halogenated allenylphosphonate. The combination AgF2/CuBr could be used to obtain the γ-fluoro-β-iodo-vinyl phosphine oxides and related phosphorus-free γ-fluoro-β-iodo-vinyl esters. In many cases, I⋯O halogen to oxygen non-covalent bonding interactions ('halogen bonding') involving the phosphoryl (PO) oxygen, as evidenced by single crystal X-ray crystallography, are also observed. | |
| dc.identifier.citation | Organic and Biomolecular Chemistry. v.17(23) | |
| dc.identifier.issn | 14770520 | |
| dc.identifier.uri | 10.1039/c9ob00715f | |
| dc.identifier.uri | http://xlink.rsc.org/?DOI=C9OB00715F | |
| dc.identifier.uri | https://dspace.uohyd.ac.in/handle/1/13310 | |
| dc.title | Highly functionalised (γ-azido/γ-fluoro-β-iodo/)vinyl derivatives from phosphorus based allenes or allenoates: I⋯O halogen bonding interactions | |
| dc.type | Journal. Article | |
| dspace.entity.type |
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