Structural and conformational studies of alcohol, diol and methyl ether derivatives of dibenzo-14-crown-4. Implications for ligand and tecton design
DC Field | Value | Language |
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dc.contributor.author | Olsher, Uriel | - |
dc.contributor.author | Shoham, Gil | - |
dc.contributor.author | Dalley, N. Kent | - |
dc.contributor.author | Weining, Jiang | - |
dc.contributor.author | Luboch, Elzbieta | - |
dc.contributor.author | Yu, Zong-Yuan | - |
dc.contributor.author | Knobeloch, John M. | - |
dc.contributor.author | Lee, Jong Chan | - |
dc.contributor.author | Talanov, Vladimir S. | - |
dc.contributor.author | Bartsch, Richard A. | - |
dc.date.accessioned | 2022-05-13T04:40:09Z | - |
dc.date.available | 2022-05-13T04:40:09Z | - |
dc.date.issued | 1999 | - |
dc.identifier.issn | 0300-9580 | - |
dc.identifier.uri | https://scholarworks.bwise.kr/cau/handle/2019.sw.cau/57648 | - |
dc.description.abstract | Molecular structures are determined for six dibenzo-14-crown-4 derivatives that have one or two substituents on the central carbon(s) of the three-carbon bridge(s). The series of compounds includes three crown ether alcohols, one crown ether trans-diol, and two methoxy crown ether compounds. The crystal structures for these six crown ethers reveal that due to hydrogen-bonding and steric interactions, a hydroxy substituent is directed, at least partially, toward the crown ether cavity and an unusual intra- and intermolecular hydrogen bond network is formed between the hydroxy group protons and the ether oxygens of the crown ether ring. On the other hand, an ether group or a substituent with carbon as the first atom is oriented away from the polyether ring. The structure of sym-(methoxy)(methyl)dibenzo-14-crown-4 is markedly different from that of sym-(hydroxy)(methyl)dibenzo-14-crown-4 both in terms of the substituent orientation and very significant distortion from planarity of the four crown ether oxygens in the former. Support for an unusual conformation for sym-(methoxy)(methyl)dibenzo-14-crown-4 in solution is derived from 13C NMR measurements. Crown ether alcohols are hydrogen-bonding “tectons” that participate in strong, specific and directional intermolecular interactions. | - |
dc.format.extent | 8 | - |
dc.language | 영어 | - |
dc.language.iso | ENG | - |
dc.publisher | Royal Society of Chemistry | - |
dc.title | Structural and conformational studies of alcohol, diol and methyl ether derivatives of dibenzo-14-crown-4. Implications for ligand and tecton design | - |
dc.type | Article | - |
dc.identifier.doi | 10.1039/A904180J | - |
dc.identifier.bibliographicCitation | JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, pp 2557 - 2564 | - |
dc.description.isOpenAccess | N | - |
dc.identifier.wosid | 000084992600045 | - |
dc.identifier.scopusid | 2-s2.0-0042281216 | - |
dc.citation.endPage | 2564 | - |
dc.citation.startPage | 2557 | - |
dc.citation.title | JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2 | - |
dc.publisher.location | 영국 | - |
dc.subject.keywordPlus | CATION SOLVENT-EXTRACTION | - |
dc.subject.keywordPlus | ALKALI-METAL | - |
dc.subject.keywordPlus | MOLECULAR-STRUCTURE | - |
dc.subject.keywordPlus | CARBOXYLIC-ACIDS | - |
dc.subject.keywordPlus | POLYMERIC MEMBRANES | - |
dc.subject.keywordPlus | LITHIUM IONS | - |
dc.subject.keywordPlus | SIDE-ARM | - |
dc.subject.keywordPlus | CRYSTAL | - |
dc.subject.keywordPlus | SELECTIVITY | - |
dc.subject.keywordPlus | COMPLEX | - |
dc.relation.journalResearchArea | Chemistry | - |
dc.relation.journalWebOfScienceCategory | Chemistry, OrganicChemistry, Physical | - |
dc.description.journalRegisteredClass | scie | - |
dc.description.journalRegisteredClass | scopus | - |
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