Chiral separation and CD characterisation of enantiomeric cyclotriphosphazene derivatives.


:The gem-disubstituted cyclotriphosphazene 1 reacted with piperazine (pip) to give the piperazine-bridged derivative 2, which is expected to exist in meso and racemic forms because the two PCl (pip) groups are stereogenic. The proton-decoupled (31)P NMR spectrum of 2 gave rise to two similar sets of ABX signals in a 1:1 ratio, consistent with formation of diastereoisomers. The meso and racemic forms of compound 2 were separated by column chromatography on silica gel and characterised by elemental analysis, mass spectrometry, (31)P NMR spectroscopy, and X-ray crystallography. Using HPLC with a chiral stationary phase, the racemic form of compound 2 was further separated into enantiomers, which were characterised by circular dichroism (CD) spectroscopy. This is the first report of the separation of enantiomers in the field of cyclophosphazene chemistry and hence the first CD spectra of derivatives in which the cyclophosphazene ring is at the chiral centre.






Bui TT,Coles SJ,Davies DB,Drake AF,Eaton RJ,Hursthouse MB,Kiliç A,Shaw RA,Yeşilot S




Has Abstract


2005-10-01 00:00:00












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    pub_type: 杂志文章


    authors: Rosaria L,D'urso A,Mammana A,Purrello R

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    abstract::The UV absorption and electronic circular dichroism (ECD) spectra of (R)- and (S)-nicotine and (S)-nornicotine in aqueous solution were measured to a significantly lower wavelength range than previously reported, allowing the identification of four previously unobserved electronic transitions. The ECD spectra of the t...


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    authors: Clayton PM,Vas CA,Bui TT,Drake AF,McAdam K

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    pub_type: 杂志文章


    authors: Walczak M,Szymura-Oleksia J,Groszek G

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    authors: Sun LN,Shen YW,Ying YW,Li D,Li TF,Zhang XH,Zhao P,Ding L,Wang YQ

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    authors: Schindler J,Egressy M,Bereczki L,Pokol G,Fogassy E,Marthi K

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  • Spectroscopic, Structural, and Computational Characterization of Three Bispidinone Derivatives, as Ligands for Enantioselective Metal Catalyzed Reactions.

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    pub_type: 杂志文章


    authors: Castellano C,Sacchetti A,Meneghetti F

    更新日期:2016-04-01 00:00:00

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    pub_type: 杂志文章


    authors: Stanley FE,Warner AM,McWilliams KM,Stalcup AM

    更新日期:2011-01-01 00:00:00

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    authors: Jintoku H,Ihara H

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    pub_type: 杂志文章


    authors: Hu X,Guo X,Sun S,Zhu B,Yu J,Guo X

    更新日期:2017-01-01 00:00:00

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    authors: Belt ST,Allard WG,Johns L,König WA,Massé G,Robert JM,Rowland S

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  • Resolution of 1-n-butyl-3-methyl-3-phospholene 1-oxide with TADDOL derivatives and calcium salts of O,O'-Dibenzoyl-(2R,3R)- or O,O'-di-p-toluoyl-(2R,3R)-tartaric acid.

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    authors: Bagi P,Fekete A,Kállay M,Hessz D,Kubinyi M,Holczbauer T,Czugler M,Fogassy E,Keglevich G

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    authors: Sato I,Yanagi T,Soai K

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    authors: Meijide F,Trillo JV,Soto VH,Jover A,Tato JV

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    pub_type: 杂志文章


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    pub_type: 杂志文章


    authors: Asakura K,Hayashi M,Osanai S

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    pub_type: 杂志文章


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    更新日期:2021-01-11 00:00:00

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    pub_type: 杂志文章


    authors: Castiglioni E,Albertini P

    更新日期:2000-05-01 00:00:00

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    pub_type: 杂志文章


    authors: Dalla Cort A,De Bernardin P,Schiaffino L

    更新日期:2009-01-01 00:00:00

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    pub_type: 杂志文章


    authors: Izumi H,Nafie LA,Dukor RK

    更新日期:2016-05-01 00:00:00

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    pub_type: 杂志文章


    authors: Kamaruddin AH,Uzir MH,Aboul-Enein HY,Halim HN

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