Please use this identifier to cite or link to this item: http://scholarbank.nus.edu.sg/handle/10635/93748
Title: Encounter of an inferior intramolecular cyclization in an approach toward the synthesis of 10-oxo-2-thia[3.2]metacyclophane: Preparation of two isomeric dioxo-2,19-dithia[3.2.3.2]metacyclophanes
Authors: Lai, Y.-H. 
Yeo, L.-H.
Issue Date: Jul-1988
Source: Lai, Y.-H.,Yeo, L.-H. (1988-07). Encounter of an inferior intramolecular cyclization in an approach toward the synthesis of 10-oxo-2-thia[3.2]metacyclophane: Preparation of two isomeric dioxo-2,19-dithia[3.2.3.2]metacyclophanes. Heterocycles 27 (7) : 1629-1636. ScholarBank@NUS Repository.
Abstract: The sodium sulfide coupling of 1,2-bis(3-bromomethyl)phenytethanone, Prepared in seven steps from m,α-dichlorotoluene, was attempted but failed to yield the. desired 10-oxo-2-thia[3,2]metacyclophane. This is, attributed to unfavoralle. geometry in the thiacyclophane, due to introduction of the sp2 carbonyl carbon. Two isomeric dioxo-dithia[3,2.3,2]metacyclophanes were however isolated from the coupling reaction. Both these cyclophanes were found to be conformationally highly mobile by variable-temperature NMR studies. © 1988.
Source Title: Heterocycles
URI: http://scholarbank.nus.edu.sg/handle/10635/93748
ISSN: 03855414
Appears in Collections:Staff Publications

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