A cis-directing effect towards diols by an exocyclic P-NHR moiety in cyclotriphosphazenes

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dc.contributor.authorBesli, Serap
dc.contributor.authorColes, Simon J.
dc.contributor.authorDavies, David B.
dc.contributor.authorKilic, Adem
dc.contributor.authorOkutan, Elif
dc.contributor.authorShaw, Robert A.
dc.contributor.authorTanriverdi, Esra
dc.date.accessioned2025-10-29T11:27:11Z
dc.date.issued2009
dc.departmentFakülteler, Temel Bilimler Fakültesi, Kimya Bölümü
dc.description.abstractCyclophosphazenes containing the P-NHR moiety in an exocyclic spiro ring, N3P3Cl4[NH(CH2)(3)O], (1), and N3P3Cl4[NH(CH2)(3)NMe], (2). were used to investigate a possible directing effect of the P-NHR moiety oil the formation of products in the nucleophilic substitution reactions with diols Such as tetraethyleneglycol, 1,3-propanediol and 2,2-dimetliyl-1,3-propanediol. The P-31 NMR spectra of the reaction Mixtures showed that only one kind of ansa product is formed in each of these reactions. X-ray crystallographic studies of the ansa products [(4a), (5a), (6a) and (7a)] have provided definitive proof of the cis-directing effect of the P-NHR moiety in cyclotriphosphazenes. It is likely that hydrogen-bond interaction between the incoming nucleophile and the P-NHR moiety of the reactant accounts for the preference for products with the substituents cis to the NH group. (C) 2009 Elsevier B.V. All rights reserved.
dc.description.sponsorshipOtsuka Chemical Co. Ltd. [N3P3Cl6]
dc.description.sponsorshipGebze Institute of Technology (GIT) [BAP 2008-A-02]
dc.description.sponsorshipWe thank the Otsuka Chemical Co. Ltd. for gifts of N3P3Cl6 and Gebze Institute of Technology (GIT) for the provided financial support (Grant No.: BAP 2008-A-02).
dc.identifier.doi10.1016/j.inoche.2009.06.014
dc.identifier.endpage777
dc.identifier.issn1387-7003
dc.identifier.issn1879-0259
dc.identifier.issue8
dc.identifier.orcid0000-0001-8414-9272
dc.identifier.orcid0000-0003-2181-2457
dc.identifier.scopus2-s2.0-67849126638
dc.identifier.scopusqualityQ2
dc.identifier.startpage773
dc.identifier.urihttps://doi.org/10.1016/j.inoche.2009.06.014
dc.identifier.urihttps://hdl.handle.net/20.500.14854/10624
dc.identifier.volume12
dc.identifier.wosWOS:000269400000020
dc.identifier.wosqualityQ2
dc.indekslendigikaynakWeb of Science
dc.indekslendigikaynakScopus
dc.language.isoen
dc.publisherElsevier
dc.relation.ispartofInorganic Chemistry Communications
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanı
dc.rightsinfo:eu-repo/semantics/closedAccess
dc.snmzKA_WOS_20251020
dc.subjectCyclophosphazene derivatives
dc.subjectcis-Directing effect
dc.subjectNMR
dc.subjectX-ray crystallography
dc.titleA cis-directing effect towards diols by an exocyclic P-NHR moiety in cyclotriphosphazenes
dc.typeArticle

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