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- Publisher Website: 10.1016/S0040-4020(01)96617-7
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Article: Synthesis of an octamethyl-18-crown-6 derivative and the X-ray crystal structure of its 2:1 complex with borane-ammonia
Title | Synthesis of an octamethyl-18-crown-6 derivative and the X-ray crystal structure of its 2:1 complex with borane-ammonia |
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Authors | |
Issue Date | 1985 |
Citation | Tetrahedron, 1985, v. 41, n. 14, p. 2923-2926 How to Cite? |
Abstract | The synthesis of 2,2,3,3,11,11,12,12-octamethyl-1,4,7,10,13,16-hexaoxacyclooctadecane (2) from pinacol (3) by a sequence of reactions (3→4→5→6+5→2) involving alkylation (3→ 4), ozonolysis and reduction (4→5), tosylation (5→6), and cyclisation (5+6→2) is reported. With borane-ammonia, the octamethyl-18-crown-6 derivative 2 forms a crystalline 2:1 complex, (BH3NH3)2 · 2. X-Ray crystallography reveals the two guest BH3NH3 molecules are hydrogen bonded in a centrosymmetric manner to the opposite faces of the host 2, which adopts an all-gauche (ag+a ag-a)3 conformation. © 1985. |
Persistent Identifier | http://hdl.handle.net/10722/333581 |
ISSN | 2021 Impact Factor: 2.388 2020 SCImago Journal Rankings: 0.581 |
ISI Accession Number ID |
DC Field | Value | Language |
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dc.contributor.author | Alston, David R. | - |
dc.contributor.author | Stoddart, J. Fraser | - |
dc.contributor.author | Wolstenholme, John B. | - |
dc.contributor.author | Allwood, Billy L. | - |
dc.contributor.author | Williams, David J. | - |
dc.date.accessioned | 2023-10-06T05:20:46Z | - |
dc.date.available | 2023-10-06T05:20:46Z | - |
dc.date.issued | 1985 | - |
dc.identifier.citation | Tetrahedron, 1985, v. 41, n. 14, p. 2923-2926 | - |
dc.identifier.issn | 0040-4020 | - |
dc.identifier.uri | http://hdl.handle.net/10722/333581 | - |
dc.description.abstract | The synthesis of 2,2,3,3,11,11,12,12-octamethyl-1,4,7,10,13,16-hexaoxacyclooctadecane (2) from pinacol (3) by a sequence of reactions (3→4→5→6+5→2) involving alkylation (3→ 4), ozonolysis and reduction (4→5), tosylation (5→6), and cyclisation (5+6→2) is reported. With borane-ammonia, the octamethyl-18-crown-6 derivative 2 forms a crystalline 2:1 complex, (BH3NH3)2 · 2. X-Ray crystallography reveals the two guest BH3NH3 molecules are hydrogen bonded in a centrosymmetric manner to the opposite faces of the host 2, which adopts an all-gauche (ag+a ag-a)3 conformation. © 1985. | - |
dc.language | eng | - |
dc.relation.ispartof | Tetrahedron | - |
dc.title | Synthesis of an octamethyl-18-crown-6 derivative and the X-ray crystal structure of its 2:1 complex with borane-ammonia | - |
dc.type | Article | - |
dc.description.nature | link_to_subscribed_fulltext | - |
dc.identifier.doi | 10.1016/S0040-4020(01)96617-7 | - |
dc.identifier.scopus | eid_2-s2.0-0002888401 | - |
dc.identifier.volume | 41 | - |
dc.identifier.issue | 14 | - |
dc.identifier.spage | 2923 | - |
dc.identifier.epage | 2926 | - |
dc.identifier.isi | WOS:A1985AMQ4800020 | - |