@article { author = {Noroozi Pesyan, Nader and Karimi, F. and Batmani, H. and Tunç, T. and Şahin, E.}, title = {Two Independent Intermolecular 1D-Polymeric H-Bonds between Each Enantiomer in Octahydro-1H-Xanthene-1,8(2H)-Diones and Bis-Xanthen Analogues: Synthesis and Crystal Structure}, journal = {Organic Chemistry Research}, volume = {6}, number = {1}, pages = {100-120}, year = {2020}, publisher = {Iranian Chemical Society}, issn = {2383-242X}, eissn = {2383-242X}, doi = {10.22036/org.chem.2019.189754.1207}, abstract = {Reaction of 1,3-cyclohexanedione, aldehydes, and cyanogen bromide leads to the selective formation of octahydro-1H-xanthene-1,8(2H)-diones in moderate to good yields at room temperature under basic condition. The reaction of dialdehydes such as phthalaldehyde and terphthalaldehyde gaves tetrahydrodibenzo[b,e]oxepin-1(2H)-one and bifunctiolalized linked bis-xanthen analogues, respectively. All structures were characterized by FT IR, 1H and 13C NMR spectroscopy and Mass analysis techniques. The structure of 3c was analyzed by X-ray crystallography. The pKa and hydrogen bond strength (EHB) were determined in results of ≈11.7 and to ≈5 kcal.mol-1, respectively, via d(O•••••O) distance.}, keywords = {1,3-cyclohexanedione,Octahydro-1H-xanthene-1,8(2H)-dione,One-pot,Xanthene,Polymeric H-bond}, url = {https://www.orgchemres.org/article_105879.html}, eprint = {https://www.orgchemres.org/article_105879_cbe49e4a7f86f1983331512f739c8929.pdf} }