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Article: Conformational studies on 1,3-dioxepans. Part II. 1,3:2,5:4,6-Tri-O- ethylidene-D-mannitol and some related compounds
Title | Conformational studies on 1,3-dioxepans. Part II. 1,3:2,5:4,6-Tri-O- ethylidene-D-mannitol and some related compounds |
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Authors | |
Issue Date | 1969 |
Citation | Journal of the Chemical Society B: Physical Organic, 1969, p. 623-626 How to Cite? |
Abstract | 1,3:2,5:4,6-Tri-O-ethylidene-D-mannitol and 2,5-O-ethylidene-1,3:4,6-di-O- methylene-D-mannitol exist in one stable configuration. On the basis of n.m.r. studies and the comparative stabilities of the twist-chair (TC), twist-boat (TB), and chair (C) conformations for a seven-membered ring, it is suggested that the 1,3-dioxepan rings exist predominantly in the TC form. The chemical shift data for the O-ethylidene methine and methyl protons in the 1,3-dioxan and dioxepan rings of the above-mentioned derivatives and of 1,3:4,6-di-O- ethylidene-2,5-O-methylene-D-mannitol are compared. |
Persistent Identifier | http://hdl.handle.net/10722/332821 |
ISSN |
DC Field | Value | Language |
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dc.contributor.author | Grindley, T. B. | - |
dc.contributor.author | Stoddart, J. F. | - |
dc.contributor.author | Szarek, W. A. | - |
dc.date.accessioned | 2023-10-06T05:14:32Z | - |
dc.date.available | 2023-10-06T05:14:32Z | - |
dc.date.issued | 1969 | - |
dc.identifier.citation | Journal of the Chemical Society B: Physical Organic, 1969, p. 623-626 | - |
dc.identifier.issn | 0045-6470 | - |
dc.identifier.uri | http://hdl.handle.net/10722/332821 | - |
dc.description.abstract | 1,3:2,5:4,6-Tri-O-ethylidene-D-mannitol and 2,5-O-ethylidene-1,3:4,6-di-O- methylene-D-mannitol exist in one stable configuration. On the basis of n.m.r. studies and the comparative stabilities of the twist-chair (TC), twist-boat (TB), and chair (C) conformations for a seven-membered ring, it is suggested that the 1,3-dioxepan rings exist predominantly in the TC form. The chemical shift data for the O-ethylidene methine and methyl protons in the 1,3-dioxan and dioxepan rings of the above-mentioned derivatives and of 1,3:4,6-di-O- ethylidene-2,5-O-methylene-D-mannitol are compared. | - |
dc.language | eng | - |
dc.relation.ispartof | Journal of the Chemical Society B: Physical Organic | - |
dc.title | Conformational studies on 1,3-dioxepans. Part II. 1,3:2,5:4,6-Tri-O- ethylidene-D-mannitol and some related compounds | - |
dc.type | Article | - |
dc.description.nature | link_to_subscribed_fulltext | - |
dc.identifier.doi | 10.1039/j29690000623 | - |
dc.identifier.scopus | eid_2-s2.0-37049136559 | - |
dc.identifier.spage | 623 | - |
dc.identifier.epage | 626 | - |