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Preparation of 4,5-(alkylmethylenedithio)-1,3-dithiole-2-chalcogenones: Building blocks for the mono-alkylated TTF donors

✍ Scribed by Jun-ichi Yamada; Kuniharu Aoki; Shin'ichi Nakatsuji; Hiroyuki Nishikawa; Isao Ikemoto; Koichi Kikuchi


Book ID
104262111
Publisher
Elsevier Science
Year
1999
Tongue
French
Weight
241 KB
Volume
40
Category
Article
ISSN
0040-4039

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✦ Synopsis


4,5-(Methoxymethylenedithio)-l,3-dithiole-2-chalcogenones 3 and 4 have been alkylated by using R3AI and RMgX (X = CI or Br)/TiCI4 complex reagent to give the title compounds 1 and 2. Cross-coupling of la--d with 5 furnished the mono-alkylated MET derivatives 6a--d, and the CIO 4 and PF 6 salts of 6b exhibited metallic conducting behavior for compressed pellets.


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✍ Jilles J. H. Edema; Marcel Hoogenraad; Franck S. Schoonbeek; Richard M. Kellogg; πŸ“‚ Article πŸ“… 2010 πŸ› Elsevier Science 🌐 English βš– 594 KB

## Abstract Reaction of 1,3,5‐trithiane with BuLi in THF at ‐ 50Β°C, followed by reaction with an equivalent amount of alkyl halide [__n__‐hexyl (a), benzyl (b), __n__‐dodecyl (c)] affords the corresponding lipophilic alkyl trithianes in moderate to good yields (25‐75%). Reactions with xylylene dibr