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Synthesis and structural study of novel selenation derivatives of N, N-Dialkylcyanamides
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dc.contributor.author | Hua, Guoxiong | |
dc.contributor.author | Du, Junyi | |
dc.contributor.author | Slawin, Alexandra M. Z. | |
dc.contributor.author | Woollins, J. Derek | |
dc.date.accessioned | 2017-12-17T00:32:08Z | |
dc.date.available | 2017-12-17T00:32:08Z | |
dc.date.issued | 2016-12-21 | |
dc.identifier.citation | Hua , G , Du , J , Slawin , A M Z & Woollins , J D 2016 , ' Synthesis and structural study of novel selenation derivatives of N, N -Dialkylcyanamides ' , ChemistrySelect , vol. 1 , no. 21 , pp. 6810-6817 . https://doi.org/10.1002/slct.201601577 | en |
dc.identifier.issn | 2365-6549 | |
dc.identifier.other | PURE: 248128225 | |
dc.identifier.other | PURE UUID: 27482b50-8ef9-4589-820e-5a3de35ee247 | |
dc.identifier.other | Scopus: 85041917354 | |
dc.identifier.other | ORCID: /0000-0002-9527-6418/work/56861829 | |
dc.identifier.other | ORCID: /0000-0002-1498-9652/work/31779152 | |
dc.identifier.other | WOS: 000395433600027 | |
dc.identifier.uri | https://hdl.handle.net/10023/12345 | |
dc.description | We are grateful to the University of St Andrews for financial support and the EPSRC National Mass Spectrometry Service Centre (Swansea) for mass spectral measurements. | en |
dc.description.abstract | The reaction of 2,4-bis(phenyl)-1,3-diselenadiphosphetane-2,4-diselenide {[PhP(Se)(µ-Se)]2, Woollins’ reagent, WR } with N, N-dialkylcyanamides 1–3 in refluxing toluene solution led to the corresponding [2+3] cycloaddition products 4-dialkylamino-2,5-diphenyl-1,3,2,5-selenazadiphosphole 2,5-diselenides 4–6 in good yields, the latter were further treated with water resulting in the corresponding hydrolysis derivatives dialkyl-selenoureas 7–9 , and phosphinodiselenoates 10 and 11 . Selenourea 7 could be transferred into 1,3-selenazol-2-amines 12–15 in excellent yields by further cyclization with four different α-haloketones. All new compounds have been characterized by IR spectroscopy, multi-NMR (1H, 13C, 31P, 77Se) spectroscopy and accurate mass measurement. The single crystal X-ray structural features of nine new compounds are also discussed. | |
dc.format.extent | 8 | |
dc.language.iso | eng | |
dc.relation.ispartof | ChemistrySelect | en |
dc.rights | © 2016 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim. This work has been made available online in accordance with the publisher’s policies. This is the author created, accepted version manuscript following peer review and may differ slightly from the final published version. The final published version of this work is available at https://doi.org/10.1002/slct.201601577 | en |
dc.subject | Cyanamides | en |
dc.subject | Phosphorus-selenium heteroatom compounds | en |
dc.subject | 1,3-Selenazol-2-amines | en |
dc.subject | Selenoureas | en |
dc.subject | Woollins’ reagent | en |
dc.subject | QD Chemistry | en |
dc.subject | DAS | en |
dc.subject.lcc | QD | en |
dc.title | Synthesis and structural study of novel selenation derivatives of N, N-Dialkylcyanamides | en |
dc.type | Journal article | en |
dc.description.version | Postprint | en |
dc.description.version | Postprint | en |
dc.contributor.institution | University of St Andrews. School of Chemistry | en |
dc.contributor.institution | University of St Andrews. EaSTCHEM | en |
dc.contributor.institution | University of St Andrews. Office of the Principal | en |
dc.identifier.doi | https://doi.org/10.1002/slct.201601577 | |
dc.description.status | Peer reviewed | en |
dc.date.embargoedUntil | 2017-12-16 |
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