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Further studies on the pyrolytic domino cyclization of stabilized phosphonium ylides bearing an ortho-aminophenyl group
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dc.contributor.author | Aitken, R. Alan | |
dc.contributor.author | Murray, Lorna | |
dc.contributor.author | Slawin, Alexandra M. Z. | |
dc.date.accessioned | 2018-08-29T11:30:07Z | |
dc.date.available | 2018-08-29T11:30:07Z | |
dc.date.issued | 2018-08-27 | |
dc.identifier.citation | Aitken , R A , Murray , L & Slawin , A M Z 2018 , ' Further studies on the pyrolytic domino cyclization of stabilized phosphonium ylides bearing an ortho-aminophenyl group ' , Molecules , vol. 23 , no. 9 , 2153 . https://doi.org/10.3390/molecules23092153 | en |
dc.identifier.issn | 1420-3049 | |
dc.identifier.other | PURE: 255453626 | |
dc.identifier.other | PURE UUID: dbef220a-788a-492c-a148-d6b022b2616f | |
dc.identifier.other | Scopus: 85052642037 | |
dc.identifier.other | ORCID: /0000-0001-6959-5311/work/47928985 | |
dc.identifier.other | ORCID: /0000-0002-9527-6418/work/56861947 | |
dc.identifier.other | WOS: 000447365100066 | |
dc.identifier.uri | https://hdl.handle.net/10023/15902 | |
dc.description | The authors thank the EPSRC (UK) for a DTA studentship (Grant No. EP/P501768/1). | en |
dc.description.abstract | Four new stabilized phosphonium ylides containing a 2-(benzyl(methyl)amino)phenyl group have been prepared and characterized and are found, upon pyrolysis under gas-phase flow conditions, to lose Ph3PO and benzyl radical to afford new heterocyclic products resulting from domino cyclization of both C- and N-centred radicals. Most products arise from processes of the former type and have quinoline, phenanthridine or ring-fused phenanthridine structures, while in one case a process of the latter type leads to a benzocarbazole product. The X-ray structure of a 2-(methyl(tosyl)amino)phenyl ylide is also reported. | |
dc.format.extent | 12 | |
dc.language.iso | eng | |
dc.relation.ispartof | Molecules | en |
dc.rights | © 2018 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/). | en |
dc.subject | Phosphonium ylides | en |
dc.subject | Pyrolysis | en |
dc.subject | Quinoline | en |
dc.subject | Phenanthridine | en |
dc.subject | Benzocarbazole | en |
dc.subject | X-ray structure | en |
dc.subject | QD Chemistry | en |
dc.subject | DAS | en |
dc.subject.lcc | QD | en |
dc.title | Further studies on the pyrolytic domino cyclization of stabilized phosphonium ylides bearing an ortho-aminophenyl group | en |
dc.type | Journal article | en |
dc.description.version | Publisher PDF | en |
dc.description.version | Publisher PDF | en |
dc.contributor.institution | University of St Andrews. EaSTCHEM | en |
dc.contributor.institution | University of St Andrews. School of Chemistry | en |
dc.identifier.doi | https://doi.org/10.3390/molecules23092153 | |
dc.description.status | Peer reviewed | en |
dc.identifier.url | http://www.mdpi.com/1420-3049/23/9/2153#supplementary | en |
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