1994 Fiscal Year Final Research Report Summary
Studies on extremely unstable compounds (thiepin and thiepin oxide)
| Project/Area Number |
05640606
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| Research Category |
Grant-in-Aid for General Scientific Research (C)
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| Allocation Type | Single-year Grants |
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| Research Field |
Organic chemistry
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| Research Institution | Osaka Kyoiku University |
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Principal Investigator |
NISHINO Keitaro Osaka Kyoiku University, Faculty of Education, Lecturer, 教育学部, 講師 (00156085)
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| Project Period (FY) |
1993 – 1994
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| Keywords | Thiepin / Thiepin oxide / Thiepin Dioxide / (Thiepin) iron tricarbonyl / (Thiepin oxide) iron tricarbonyl / Irradiation in an Ar matrix / ab initio MO / (Thiepin dioxide) iron tricarbonyl |
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| Research Abstract |
TCNE cycloaddition to (thiepin) iron tricarbonyl :
The reaction of (thiepin) iron tricarbonyl with TCNE gave regioselectively only 1,6 adduct in a quantitative yield. Any example of the direct formation of 1,6 adduct by the treatment of (Cyclic eta^4-triene) metal complex with TCNE is not known heretofore
The first detection of simple thiepin : 2-ethoxycarbonylthiepin
Treatment of diazo 2H-thiopyran 1 with p-allylpalladium chloride dimer at-60 ﾟC gave ethyl benzoate in a quantitative yield. Ethoxycarbonylthiepin 2 could not be detected by NMR spectro-scopy at this temperature. However, thiepin 2 was formed on irradiation of 1 in an Ar matrix at 10K and characterized by IR spectroscopy. This is the simplest of all thiepin derivatives detected so far. The results of our MO calculations (ab initio 3-21G^* ; Frequencies and IR intensities) strongly support the formation of thepin 2. I am to announce this results at international conference (ISNA-8) held in Germany in this summer.
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