Matches in SemOpenAlex for { <https://semopenalex.org/work/W2078383487> ?p ?o ?g. }
- W2078383487 endingPage "11812" @default.
- W2078383487 startingPage "11812" @default.
- W2078383487 abstract "The sugar-modified Schiff-base ligands derived from benzyl 2-deoxy-2-salicylideneamino-α-D-glucopyranoside (H2L5-Br and H2L3-OMe) were used to prepare the chiral oxidovanadium(V) complexes [VO(L5-Br)(OMe)] (1) and [VO(L3-OMe)(OMe)] (2) which can be isolated from a methanol solution as the six-coordinate complexes with an additional methanol ligand [VO(L5-Br)(OMe)(MeOH)] (1–MeOH) and [VO(L3-OMe)(OMe) (MeOH)] (2–MeOH). Both complexes crystallize in the orthorhombic space group P212121 together with two solvent molecules of methanol as 1–MeOH·2MeOH and 2–MeOH·2MeOH. In both crystal structures, only diastereomers with A configuration at the chiral vanadium centre (OC-6-24-A) are observed which corresponds to an cis configuration of the oxido group at the vanadium centre and the benzyl group at the anomeric carbon of the sugar backbone. Upon recrystallization of 2–MeOH from chloroform, the five-coordinate complex 2 was obtained which crystallizes in the monoclinic space group P21 with one co-crystallized chloroform molecule (2·CHCl3). For the chiral vanadium centre in 2·CHCl3, a C configuration (SPY-5-43-C) is observed which corresponds to an trans structure as far as the orientations of the oxido and benzyl groups are concerned. 1H and 51V NMR spectra of 1 and 2 indicate the presence of two diastereomers in solution. Their absolute configurations can be assigned based on the magnetic anisotropy effect of the oxidovanadium group. This effect leads to significant differences for the 1H NMR chemical shifts of the H-2 (1.1 ppm) and H-3 protons (0.3 ppm) of the glucose backbone of the two diastereomers, with the downfield shift observed for the H-2 proton of the C-configured and the H-3 proton of the A-configured diastereomer at the vanadium centre. For 1 and 2 the difference between the 51V NMR chemical shifts of the two diastereomers is 30 and 28 ppm, respectively. Also in the 13C NMR significant chemical shift differences between the two diastereomers are observed for the carbon atoms C2 (2 ppm) and C3 (4 ppm). DFT calculations of the NMR chemical shift parameters have been performed which are in good agreement with the experimental data. Moreover, the isomerization mechanism between the diastereomers is analysed on the basis of DFT calculations which indicate the required presence of methanol molecules as protic donors." @default.
- W2078383487 created "2016-06-24" @default.
- W2078383487 creator A5004286635 @default.
- W2078383487 creator A5027628260 @default.
- W2078383487 creator A5040356341 @default.
- W2078383487 creator A5047063818 @default.
- W2078383487 creator A5060598058 @default.
- W2078383487 creator A5085641769 @default.
- W2078383487 date "2013-01-01" @default.
- W2078383487 modified "2023-09-25" @default.
- W2078383487 title "Chiral vanadium(v) complexes with 2-aminoglucose Schiff-base ligands and their solution configurations: synthesis, structures, and DFT calculations" @default.
- W2078383487 cites W1545741122 @default.
- W2078383487 cites W1949383885 @default.
- W2078383487 cites W1965126823 @default.
- W2078383487 cites W1967301027 @default.
- W2078383487 cites W1970520894 @default.
- W2078383487 cites W1971247698 @default.
- W2078383487 cites W1975295862 @default.
- W2078383487 cites W1976487509 @default.
- W2078383487 cites W1979640773 @default.
- W2078383487 cites W1980615556 @default.
- W2078383487 cites W1982129930 @default.
- W2078383487 cites W1984774563 @default.
- W2078383487 cites W1985122440 @default.
- W2078383487 cites W1985831886 @default.
- W2078383487 cites W1986323140 @default.
- W2078383487 cites W1988091937 @default.
- W2078383487 cites W1988343763 @default.
- W2078383487 cites W1990645302 @default.
- W2078383487 cites W1993263159 @default.
- W2078383487 cites W1993943110 @default.
- W2078383487 cites W1998078687 @default.
- W2078383487 cites W1998346067 @default.
- W2078383487 cites W1998471279 @default.
- W2078383487 cites W1998613997 @default.
- W2078383487 cites W2002353569 @default.
- W2078383487 cites W2003142225 @default.
- W2078383487 cites W2004221220 @default.
- W2078383487 cites W2005604929 @default.
- W2078383487 cites W2007723671 @default.
- W2078383487 cites W2011994941 @default.
- W2078383487 cites W2012529482 @default.
- W2078383487 cites W2014101385 @default.
- W2078383487 cites W2014168748 @default.
- W2078383487 cites W2015498524 @default.
- W2078383487 cites W2016516250 @default.
- W2078383487 cites W2016679590 @default.
- W2078383487 cites W2016771887 @default.
- W2078383487 cites W2016800344 @default.
- W2078383487 cites W2018279979 @default.
- W2078383487 cites W2018339315 @default.
- W2078383487 cites W2020238626 @default.
- W2078383487 cites W2023027691 @default.
- W2078383487 cites W2023271753 @default.
- W2078383487 cites W2024893653 @default.
- W2078383487 cites W2027746493 @default.
- W2078383487 cites W2028022118 @default.
- W2078383487 cites W2029146183 @default.
- W2078383487 cites W2030687437 @default.
- W2078383487 cites W2030868230 @default.
- W2078383487 cites W2034063832 @default.
- W2078383487 cites W2037132634 @default.
- W2078383487 cites W2041697043 @default.
- W2078383487 cites W2043274947 @default.
- W2078383487 cites W2044353706 @default.
- W2078383487 cites W2044642838 @default.
- W2078383487 cites W2048089623 @default.
- W2078383487 cites W2052146281 @default.
- W2078383487 cites W2054164390 @default.
- W2078383487 cites W2055230539 @default.
- W2078383487 cites W2058210956 @default.
- W2078383487 cites W2058266683 @default.
- W2078383487 cites W2060012033 @default.
- W2078383487 cites W2060156144 @default.
- W2078383487 cites W2061520289 @default.
- W2078383487 cites W2064433913 @default.
- W2078383487 cites W2066971207 @default.
- W2078383487 cites W2069150108 @default.
- W2078383487 cites W2069593487 @default.
- W2078383487 cites W2069722812 @default.
- W2078383487 cites W2069806351 @default.
- W2078383487 cites W2070798096 @default.
- W2078383487 cites W2071783345 @default.
- W2078383487 cites W2075485483 @default.
- W2078383487 cites W2080715375 @default.
- W2078383487 cites W2080786846 @default.
- W2078383487 cites W2081928507 @default.
- W2078383487 cites W2082719796 @default.
- W2078383487 cites W2083387039 @default.
- W2078383487 cites W2084457936 @default.
- W2078383487 cites W2086957099 @default.
- W2078383487 cites W2086997985 @default.
- W2078383487 cites W2089294179 @default.
- W2078383487 cites W2093567155 @default.
- W2078383487 cites W2094360781 @default.
- W2078383487 cites W2095094632 @default.
- W2078383487 cites W2095590326 @default.
- W2078383487 cites W2096595566 @default.