Detection of 2,5-dimethylene-2,5-dihydrothiophene and thiophenoradialene
✍ Scribed by Norbert Münzel; Karl Kesper; Armin Schweig; Harald Specht
- Publisher
- Elsevier Science
- Year
- 1988
- Tongue
- French
- Weight
- 232 KB
- Volume
- 29
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
The reactive species alene have been detected for the first generally applicable method for generating heterocyclic
Below we report on the generation and spectroscopic detection of the hitherto unknown reactive intermediates 2,5-dimethylene-2,5_dihydrothiophene
1 and tetramethylenetetrahydrothiophene (thiophenoradialene) 2 using the Variable Temperature Photoelectron Spectroscopy (VTPES) and Flash V acuum Pyrolysis Matrix Isolation Technique (FVP MIT).' \ 4
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## Abstract 2,3‐Dimethylene‐2,3‐dihydrothiophene (1), the thiophene analog of o‐xylylene (o‐quinodimethane), was generated __in situ__ from the (trialkylammoniomethyl)‐(trimethylsilylmethyl)thiophene iodides 4 or 5 by fluoride‐induced 1,4 climination, and was trapped by [4 + 2] cycloadditions with
## Abstract The regioselective synthesis of dimethyl 1,3,5‐cyloheptatriene‐1,2‐dicarboxylate (4) was achieved by a ring expansion method, starting from dimethyl 1,3‐cyclohexadiene‐2,3‐dicarboxylate (5). The title compound 3 was obtained as an air‐sensitive oil by zinc‐copper reduction of 1,2‐bis(br