0000000001305586
AUTHOR
Ida Mattsson
Thermal, spectroscopic and crystallographic analysis of mannose-derived linear polyols
The major diastereomer formed in the Barbier-type metal-mediated allylation of D-mannose has previously been shown to adopt a perfectly linear conformation, both in solid state and in solution, resulting in the formation of hydrogen-bonded networks and subsequent aggregation from aqueous solution upon stirring. Here, a comprehensive study of the solid state structure of both the allylated D-mannose and its racemic form has been conducted. The binary melting point diagram of the system was determined by differential scanning calorimetry analysis, and the obtained results, along with structure determination by single crystal X-ray diffraction, confirmed that allylated mannose forms a true rac…
Improved synthesis and application of conjugation-amenable polyols from d-mannose
A series of polyhydroxyl sulfides and triazoles was prepared by reacting allyl and propargyl D-mannose derivatives with selected thiols and azides in thiol–ene and Huisgen click reactions. Conformational analysis by NMR spectroscopy proved that the intrinsic rigidity and linear conformation of the mannose derived polyol backbone is retained in the final click products in solution. Single crystal X-ray structure determination of one of the compounds prepared further verified that the linear conformation of the polyol segment is also retained in the solid state. In addition, an improved method for direct Barbier-type propargylation of unprotected D-mannose is reported. The new reaction protoc…
Phase-selective low molecular weight organogelators derived from allylated D-mannose
In the last decades, synthesis and design of low molecular weight organogelators has gained increasing attention due to their versatile use in, for example, cosmetics, biomedicine and oil spill remediation. In this work, three potential gelators have been prepared from allylated d-mannose. Both the gelators and the corresponding gels formed were thoroughly characterized by crystallography, FTIR spectroscopy, SEM, rheometry and NMR spectroscopy, in solution and in solid state. The results showed that two of the compounds phase-selectively form gels with hydrocarbon solvents. The most promising gelator compound is alkene terminated, with the unsaturated end functionality not critical for gel …
Improved synthesis and application of conjugation-amenable polyols from d-mannose
A series of polyhydroxyl sulfides and triazoles was prepared by reacting allyl and propargyl d-mannose derivatives with selected thiols and azides in thiol-ene and Huisgen click reactions. Conformational analysis by NMR spectroscopy proved that the intrinsic rigidity and linear conformation of the mannose derived polyol backbone is retained in the final click products in solution. Single crystal X-ray structure determination of one of the compounds prepared further verified that the linear conformation of the polyol segment is also retained in the solid state. In addition, an improved method for direct Barbier-type propargylation of unprotected d-mannose is reported. The new reaction protoc…
CCDC 2149492: Experimental Crystal Structure Determination
Related Article: Ida Mattsson, Manu Lahtinen, Ruzal Sitdikov, Bianca Wank, Tiina Saloranta-Simell, Reko Leino|2022|Carbohydr.Res.|518|108596|doi:10.1016/j.carres.2022.108596
CCDC 2149491: Experimental Crystal Structure Determination
Related Article: Ida Mattsson, Manu Lahtinen, Ruzal Sitdikov, Bianca Wank, Tiina Saloranta-Simell, Reko Leino|2022|Carbohydr.Res.|518|108596|doi:10.1016/j.carres.2022.108596
CCDC 1956436: Experimental Crystal Structure Determination
Related Article: Ida Mattsson, Ruzal Sitdikov, Andreas C. M. Gunell, Manu Lahtinen, Tiina Saloranta-Simell, Reko Leino|2020|RSC Advances|10|3960|doi:10.1039/C9RA10378C
CCDC 1822427: Experimental Crystal Structure Determination
Related Article: Ida Mattsson, Manu Lahtinen, Anssi Peuronen, Abhijit Sau, Andreas Gunell, Tiina Saloranta-Simell, Reko Leino|2018|Cryst.Growth Des.|18|3151|doi:10.1021/acs.cgd.8b00263
CCDC 1822426: Experimental Crystal Structure Determination
Related Article: Ida Mattsson, Manu Lahtinen, Anssi Peuronen, Abhijit Sau, Andreas Gunell, Tiina Saloranta-Simell, Reko Leino|2018|Cryst.Growth Des.|18|3151|doi:10.1021/acs.cgd.8b00263
CCDC 1825936: Experimental Crystal Structure Determination
Related Article: Ida Mattsson, Manu Lahtinen, Anssi Peuronen, Abhijit Sau, Andreas Gunell, Tiina Saloranta-Simell, Reko Leino|2018|Cryst.Growth Des.|18|3151|doi:10.1021/acs.cgd.8b00263