Synthesis and structural characterisation of 1'-(diphenylphosphino) ferrocene-1-phosphonic acid, its ammonium salts and Pd(II) complexes
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F00216208%3A11310%2F19%3A10394082" target="_blank" >RIV/00216208:11310/19:10394082 - isvavai.cz</a>
Result on the web
<a href="https://verso.is.cuni.cz/pub/verso.fpl?fname=obd_publikace_handle&handle=LDoqMWDoaS" target="_blank" >https://verso.is.cuni.cz/pub/verso.fpl?fname=obd_publikace_handle&handle=LDoqMWDoaS</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1016/j.jorganchem.2019.04.012" target="_blank" >10.1016/j.jorganchem.2019.04.012</a>
Alternative languages
Result language
angličtina
Original language name
Synthesis and structural characterisation of 1'-(diphenylphosphino) ferrocene-1-phosphonic acid, its ammonium salts and Pd(II) complexes
Original language description
A new polar phosphinoferrocene ligand, viz. 1'-(diphenylphosphino)ferrocene-1-phosphonic acid (H2L), was prepared by hydrolysis of the corresponding phosphonate ethyl ester. However, the compound is relatively unstable, gradually decomposing upon prolonged storage, ultimately affording phosphine oxide H2LO. When the phosphine moiety was protected (e.g., in phosphine oxide H2LO and adduct H2L center dot BH3), no decomposition was observed. An alternative approach to prepare more stable H2L surrogates by converting the phosphonic acid into ammonium salts (dabcoH)(HL) and [(OHCH2CH2)(2)NH2](HL) (dabco = 1,4-diazabicyclo[2.2.2]octane) resulted in no significant stabilisation. H2L reacted with [PdCl2(cod)] (cod = cycloocta-1,5-diene), producing the bis(phosphine) complex, trans-[PdCl2(H2L-kappa P)(2)]. When mixed with Pd(II)-acetylacetonate (acac) complexes with ortho-metallated auxiliary ligands, [(L-CY)Pd(acac)] (L-CY = 2-[(dimethylamino-kappa N)methyl]phenyl-kappa C-1 and 2-[(methylthio-kappa S)methyl]phenyl-kappa C-1), H2L gave rise to bis-chelate complexes of the [(L-CY)Pd(HL-kappa O-2,P)] type. H2L, the ammonium salts featuring the HL- anion, and all Pd(II) complexes were structurally characterised by single-crystal X-ray diffraction analysis. Variations in phosphonate P-O bond lengths observed in the crystal structures were rationalised by DFT computations.
Czech name
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Czech description
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Classification
Type
J<sub>imp</sub> - Article in a specialist periodical, which is included in the Web of Science database
CEP classification
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OECD FORD branch
10402 - Inorganic and nuclear chemistry
Result continuities
Project
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Continuities
S - Specificky vyzkum na vysokych skolach<br>I - Institucionalni podpora na dlouhodoby koncepcni rozvoj vyzkumne organizace
Others
Publication year
2019
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
Journal of Organometallic Chemistry
ISSN
0022-328X
e-ISSN
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Volume of the periodical
891
Issue of the periodical within the volume
August
Country of publishing house
CH - SWITZERLAND
Number of pages
10
Pages from-to
44-53
UT code for WoS article
000466789300007
EID of the result in the Scopus database
2-s2.0-85064543532