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Novel organo phosphorus-selenium heteroatom compounds from selenation of diamines
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dc.contributor.author | Hua, Guoxiong | |
dc.contributor.author | Randall, Rebecca Amy Michele | |
dc.contributor.author | Slawin, Alexandra Martha Zoya | |
dc.contributor.author | Woollins, J Derek | |
dc.date.accessioned | 2014-05-28T16:31:00Z | |
dc.date.available | 2014-05-28T16:31:00Z | |
dc.date.issued | 2013-07-01 | |
dc.identifier | 62991946 | |
dc.identifier | e144f6d5-337b-4527-ba6c-df93efe8c576 | |
dc.identifier | 000320295000005 | |
dc.identifier | 84878233661 | |
dc.identifier.citation | Hua , G , Randall , R A M , Slawin , A M Z & Woollins , J D 2013 , ' Novel organo phosphorus-selenium heteroatom compounds from selenation of diamines ' , Tetrahedron , vol. 69 , no. 26 , pp. 5299-5305 . https://doi.org/10.1016/j.tet.2013.04.135 | en |
dc.identifier.issn | 0040-4020 | |
dc.identifier.other | ORCID: /0000-0002-9527-6418/work/56861801 | |
dc.identifier.other | ORCID: /0000-0002-1498-9652/work/31779204 | |
dc.identifier.uri | https://hdl.handle.net/10023/4828 | |
dc.description.abstract | Reaction of Woollins' reagent (WR) with trans-1,2-cyclohexanediamine or 1,3-cyclohexanediamine, followed by treatment with o-xylylenedibromide in THF at room temperature surprisingly led to 3-phenyl-1,5-dihydrobenzo[e][1,3,2]diselenaphosphepine 3-selenide (3). However, using o-phenylenediamine, the same product together with 1,4-dihydrobenzo[d][1,2]diselenine (9) was obtained. Furthermore, treating WR with N,N'-dibenzylethane-1,2-diamine gave rise to 1,3-dibenzyl-2-phenyl-1,3,2-diazaphospholidine 2-selenide (10) and a zwitterionic product N-benzyl-N-(2-(benzylammonio)ethyl)-P-phenylphosphonamidodiselenoate (11). Unexpectedly, WR reacted with 2,2'-disulfanediyldianiline under identical conditions affording the known product: 2-phenyl-2,3-dihydrobenzo[d][1,3,2]thiazaphosphole 2-selenide (13). Three representative X-ray structures are reported. Crown Copyright (C) 2013 Published by Elsevier Ltd. All rights reserved. | |
dc.format.extent | 7 | |
dc.format.extent | 817950 | |
dc.language.iso | eng | |
dc.relation.ispartof | Tetrahedron | en |
dc.subject | Diamines | en |
dc.subject | Selenides | en |
dc.subject | Woollins' reagent | en |
dc.subject | o-Xylylenedibromide | en |
dc.subject | P-Se heteroatom compounds | en |
dc.subject | Single crystal X-ray structures | en |
dc.subject | QD Chemistry | en |
dc.subject.lcc | QD | en |
dc.title | Novel organo phosphorus-selenium heteroatom compounds from selenation of diamines | en |
dc.type | Journal article | en |
dc.contributor.institution | University of St Andrews. School of Chemistry | en |
dc.contributor.institution | University of St Andrews. EaSTCHEM | en |
dc.identifier.doi | https://doi.org/10.1016/j.tet.2013.04.135 | |
dc.description.status | Peer reviewed | en |
dc.date.embargoedUntil | 2014-05-07 |
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