Show simple item record  

dc.contributor.authorDepree, Craig V.en_US
dc.contributor.authorAinscough, Eric W.en_US
dc.contributor.authorBrodie, Andrew M.en_US
dc.contributor.authorBurrell, Anthony K.en_US
dc.contributor.authorLensink, Cornelisen_US
dc.contributor.authorNicholson, Brian K.en_US
dc.date.accessioned2008-03-19T05:07:58Z
dc.date.available2007-12-19en_US
dc.date.available2008-03-19T05:07:58Z
dc.date.issued2000-09-01en_US
dc.identifier.citationDepree, C.V., Ainscough, E.W., Brodie, A.M., Burrell, A.K., Lensink, C. & Nicholson, B.K. (2000). Reactivity, structure and electrospray mass spectrometry of pentafluoro- and pentachloro-phenoxy substituted cyclotriphosphazenes. Polyhedron, 19(18-19), 2101-2110.
dc.identifier.urihttps://hdl.handle.net/10289/209
dc.description.abstractThe reaction of N3P3Cl6 with the sodium salts of pentachloro- and pentafluorophenol, has been investigated. In contrast to the non-geminal substitution typified by other RO− nucleophiles, the regiochemistry of the reaction of C6X5O− (X=Cl and F) with N3P3Cl6 is dominated by geminal substitution. The reaction of C6Cl5O− with N3P3Cl6 in refluxing tetrahydrofuran yielded gem-N3P3Cl2(OC6Cl5)4 (1) as the major product. The fully substituted derivative N3P3(OC6Cl5)6 (2) was attained in low yield from reaction in refluxing diglyme. In contrast, the reaction of C6F5O− with N3P3Cl6 in refluxing tetrahydrofuran yielded the fully substituted product N3P3(OC6F5)6 (3) after approximately 4 h. 31P NMR spectral results suggest the C6F5O− ion may be attacking in a 'random' fashion at low degrees of substitution, which is largely replaced by an electronic geminal-directing effect at tetrasubstitution. Single crystal X-ray crystallographic analyses have been carried out on compounds 1 and 3. Electrospray mass spectrometry has been evaluated as a general technique for characterizing cyclotriphosphazenes, N3P3R6. If R=OEt or OPh, good positive ion spectra are observed but, in contrast, if R is more strongly electron withdrawing (Cl, C6Cl5O or C6F5O) negative ion spectra are obtained.en_US
dc.language.isoen
dc.relation.urihttp://www.sciencedirect.com.ezproxy.waikato.ac.nz:2048/science?_ob=ArticleURL&_udi=B6TH8-41WS9XG-Y&_user=100025&_coverDate=09%2F30%2F2000&_rdoc=13&_fmt=full&_orig=browse&_srch=doc-info(%23toc%235276%232000%23999809981%23221690%23FLA%23display%23Volume)&_cdi=5276&_sort=d&_docanchor=&_ct=14&_acct=C000007699&_version=1&_urlVersion=0&_userid=100025&md5=ba65b7d752b03106e9adb144682c6f9ben_US
dc.rightsThis article is published in the journal Polyhedron, (c) 2000 Elsevier Science Ltd.en_US
dc.subjectPentafluoro-cyclotriphosphazeneen_US
dc.subjectPentachloro-cyclotriphosphazeneen_US
dc.subjectX-ray structuresen_US
dc.subjectElectrospray mass spectrometryen_US
dc.titleReactivity, structure and electrospray mass spectrometry of pentafluoro- and pentachloro-phenoxy-substituted cyclotriphosphazenesen_US
dc.typeJournal Articleen_US
dc.identifier.doi10.1016/S0277-5387(00)00511-8en_US
dc.relation.isPartOfPolyhedronen_NZ
pubs.begin-page2101en_NZ
pubs.elements-id41632
pubs.end-page2110en_NZ
pubs.volume19en_NZ


Files in this item

FilesSizeFormatView

There are no files associated with this item.

This item appears in the following Collection(s)

Show simple item record