Publication
3-( E )-But-2-enoxy-1,2-benzisothiazole 1,1-dioxide: unusual C—O—C ether bond lengths and reactivity
| dc.contributor.author | Barkley, J. V. | |
| dc.contributor.author | Cristiano, Maria Lurdes Santos | |
| dc.contributor.author | Johnstone, Robert A. W. | |
| dc.contributor.author | Loureiro, Rui M. S. | |
| dc.date.accessioned | 2014-06-06T17:32:58Z | |
| dc.date.available | 2014-06-06T17:32:58Z | |
| dc.date.issued | 1997 | |
| dc.date.updated | 2014-06-05T09:15:02Z | |
| dc.description.abstract | Ethers such as the title compound, C~HIINO3S, (1), rearrange thermally to give N-allyl isomers, (2), in high yield. The X-ray structure determination of the title ether shows a central C--O--C linkage which has one very short (notional) C--O single bond and one exceptionally long single C--O bond. The thermal migration of allyl from the O to the N atom involves the breaking of one of the ether bonds in (1) and a shortening of the other as it becomes a formal carbonyl group in the product (2). The rearrangement is thus considerably assisted by the ground-state structure of the starting ether, in which the bond to be broken is already stretched and the one that is to form a carbonyl group is already a substantial partial double bond. | por |
| dc.identifier.citation | Barkley, J. V.; Cristiano, M. L. S.; Johnstone, R. A. W.; Loureiro, R. M. S. 3-( E )-But-2-enoxy-1,2-benzisothiazole 1,1-Dioxide: Unusual C—O—C Ether Bond Lengths and Reactivity, Acta Crystallographica Section C Crystal Structure Communications, 53, 3, 383-386, 1997. | por |
| dc.identifier.issn | 0108-2701 | |
| dc.identifier.other | AUT: MCR00716; | |
| dc.identifier.uri | http://hdl.handle.net/10400.1/4237 | |
| dc.language.iso | eng | por |
| dc.peerreviewed | yes | por |
| dc.publisher | International Union of Crystallography | por |
| dc.title | 3-( E )-But-2-enoxy-1,2-benzisothiazole 1,1-dioxide: unusual C—O—C ether bond lengths and reactivity | por |
| dc.type | journal article | |
| dspace.entity.type | Publication | |
| oaire.citation.endPage | 386 | por |
| oaire.citation.issue | 3 | por |
| oaire.citation.startPage | 383 | por |
| oaire.citation.title | Acta Crystallographica Section C Crystal Structure Communications | por |
| oaire.citation.volume | 53 | por |
| person.familyName | Cristiano | |
| person.givenName | Maria de Lurdes | |
| person.identifier.ciencia-id | E411-6006-5A01 | |
| person.identifier.orcid | 0000-0002-9447-2855 | |
| person.identifier.rid | G-2345-2012 | |
| person.identifier.scopus-author-id | 9238724800 | |
| rcaap.rights | openAccess | por |
| rcaap.type | article | por |
| relation.isAuthorOfPublication | b16751a6-748e-44b0-9c59-058cbd5b2cc3 | |
| relation.isAuthorOfPublication.latestForDiscovery | b16751a6-748e-44b0-9c59-058cbd5b2cc3 |