Chemical transformation of tetraacetal tetraoxa-cages to aza-cages and amido-cages mediated by iodotrimethylsilane and the combination of chlorotrimethylsilane and sodium iodide in nitriles
| dc.citation.epage | 5982 | en_US |
| dc.citation.issue | 22 | en_US |
| dc.citation.spage | 5967 | en_US |
| dc.citation.volume | 54 | en_US |
| dc.citation.woscount | 11 | |
| dc.contributor.author | Chern, JH | en_US |
| dc.contributor.author | Wu, HJ | en_US |
| dc.contributor.department | 應用化學系 | zh_TW |
| dc.contributor.department | Department of Applied Chemistry | en_US |
| dc.date.accessioned | 2014-12-08T15:49:05Z | |
| dc.date.available | 2014-12-08T15:49:05Z | |
| dc.date.issued | 1998-05-28 | en_US |
| dc.description.abstract | An one-pot conversion of tetraacetal tetraoxa-cages la-e to aza-cages 2a-e mediated by iodotrimethylsilane in alkyl nitriles at 25 degrees C via the ring expansion compound 9 as the reaction intermediate was discovered. A Ritter-type reaction was proposed for the mechanism of this conversion. On the other hand, reaction of tetraacetal tetraoxa-cages 1 with Me3SiCl and NaI in nitriles at 25 degrees C gave the amido-cages 12. Conjugated nitriles and Lewis acids, such as TiCl4 or BF3 . OEt2 were found to be ineffective for the conversion of era-cages to aza-cages. The structures of 2a and chemical transformation product 16 were proven by X-ray analysis. (C) 1998 Elsevier Science Ltd. All rights reserved. | en_US |
| dc.identifier.doi | 10.1016/S0040-4020(98)00277-4 | en_US |
| dc.identifier.issn | 0040-4020 | en_US |
| dc.identifier.journal | TETRAHEDRON | en_US |
| dc.identifier.uri | http://dx.doi.org/10.1016/S0040-4020(98)00277-4 | en_US |
| dc.identifier.uri | https://ir.lib.nycu.edu.tw/handle/11536/32612 | |
| dc.identifier.wosnumber | WOS:000073579100015 | |
| dc.language.iso | en_US | en_US |
| dc.title | Chemical transformation of tetraacetal tetraoxa-cages to aza-cages and amido-cages mediated by iodotrimethylsilane and the combination of chlorotrimethylsilane and sodium iodide in nitriles | en_US |
| dc.type | Article | en_US |