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@article{1369146, author = {Lízal, Tomáš and Ustrnul, Lukáš and Nečas, Marek and Šindelář, Vladimír}, article_location = {WASHINGTON}, article_number = {19}, doi = {http://dx.doi.org/10.1021/acs.joc.6b01602}, keywords = {BRIDGED GLYCOLURIL DIMERS; DIASTEREOSELECTIVE FORMATION; HIGH-AFFINITY; HOST; DERIVATIVES; WATER; ISOMERIZATION; RECOGNITION; SOLUBILITY; MACROCYCLE}, language = {eng}, issn = {0022-3263}, journal = {Journal of Organic Chemistry}, title = {Propanediurea-Based Molecular Clips Bind Halide Anions: An Insight into the Mechanism of Cucurbituril Formation}, url = {http://pubs.acs.org/doi/abs/10.1021/acs.joc.6b01602}, volume = {81}, year = {2016} }
TY - JOUR ID - 1369146 AU - Lízal, Tomáš - Ustrnul, Lukáš - Nečas, Marek - Šindelář, Vladimír PY - 2016 TI - Propanediurea-Based Molecular Clips Bind Halide Anions: An Insight into the Mechanism of Cucurbituril Formation JF - Journal of Organic Chemistry VL - 81 IS - 19 SP - 8906-8910 EP - 8906-8910 PB - AMER CHEMICAL SOC SN - 00223263 KW - BRIDGED GLYCOLURIL DIMERS KW - DIASTEREOSELECTIVE FORMATION KW - HIGH-AFFINITY KW - HOST KW - DERIVATIVES KW - WATER KW - ISOMERIZATION KW - RECOGNITION KW - SOLUBILITY KW - MACROCYCLE UR - http://pubs.acs.org/doi/abs/10.1021/acs.joc.6b01602 L2 - http://pubs.acs.org/doi/abs/10.1021/acs.joc.6b01602 N2 - The synthesis and supramolecular properties of the first methylene-bridged propanediurea-based dimers are described. These dimers, bearing an aromatic sidewall, have the shape of molecular clips. Unlike glycoluril-based dimers, these clips neither dimerize nor accept any organic guests, due to their small cavities. Both propanediurea- and glycoluril-based dimers bind halide anions on the convex side of the molecules, even in highly polar organic solvents. This observation brings new insights into the mechanism of cucurbituril formation. ER -
LÍZAL, Tomáš, Lukáš USTRNUL, Marek NEČAS and Vladimír ŠINDELÁŘ. Propanediurea-Based Molecular Clips Bind Halide Anions: An Insight into the Mechanism of Cucurbituril Formation. \textit{Journal of Organic Chemistry}. WASHINGTON: AMER CHEMICAL SOC, 2016, vol.~81, No~19, p.~8906-8910. ISSN~0022-3263. Available from: https://dx.doi.org/10.1021/acs.joc.6b01602.
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