Please use this identifier to cite or link to this item:
https://scholarbank.nus.edu.sg/handle/10635/94380
DC Field | Value | |
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dc.title | Novel formation of 4-methylthiopyrene in a hofmann elimination reaction directed toward the synthesis of 17,19-dioxa[2.2.3](1,2,3)cyclophanediene | |
dc.contributor.author | Lai, Y.-H. | |
dc.contributor.author | Eu, H.-L. | |
dc.date.accessioned | 2014-10-16T08:35:22Z | |
dc.date.available | 2014-10-16T08:35:22Z | |
dc.date.issued | 1993 | |
dc.identifier.citation | Lai, Y.-H.,Eu, H.-L. (1993). Novel formation of 4-methylthiopyrene in a hofmann elimination reaction directed toward the synthesis of 17,19-dioxa[2.2.3](1,2,3)cyclophanediene. Journal of the Chemical Society, Perkin Transactions 1 (2) : 233-237. ScholarBank@NUS Repository. | |
dc.identifier.issn | 14727781 | |
dc.identifier.uri | http://scholarbank.nus.edu.sg/handle/10635/94380 | |
dc.description.abstract | The synthesis of 17,19-dioxa[2.2.3](1,2,3)cyclophanediene was attempted via a Stevens rearrangement-Hofmann elimination sequence on 19,21-dioxa-2,11- dithia[3.3.3](1,2,3)cyclophane. Pyrene and 4-methylthiopyrene were, however, the isolated products. The structure of the latter was fully characterized by UV, MS, 1D and 2D 1H NMR spectra. Formation of 4-methylthiopyrene was expected to involve a novel base-induced ring cyclization resulting in elimination of methanoate an ion from the methylenedioxy bridge followed by a novel 1,4-hydride shift resulting in the elimination of methane. | |
dc.source | Scopus | |
dc.type | Article | |
dc.contributor.department | CHEMISTRY | |
dc.description.sourcetitle | Journal of the Chemical Society, Perkin Transactions 1 | |
dc.description.issue | 2 | |
dc.description.page | 233-237 | |
dc.identifier.isiut | NOT_IN_WOS | |
Appears in Collections: | Staff Publications |
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