Alkylation of furan catalysed by arenetricarbonylmolybdenum
Furan reacted with t-butyl chloride at 130°C in the presence of ArMo(CO) 3 to yield 2-t-butylfuran and 2,5-di-t-butylfuran. The catalyst was largely deactivated after 12 h. Up to 150 alkylation events occurred per Mo atom. At low conversions (<10%), using a furan/Mo ratio of 1000/1, the yields of...
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| Published in | Journal of organometallic chemistry Vol. 217; no. 2; pp. 199 - 203 |
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| Main Author | |
| Format | Journal Article |
| Language | English |
| Published |
Elsevier B.V
01.01.1981
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| Online Access | Get full text |
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| Summary: | Furan reacted with t-butyl chloride at 130°C in the presence of ArMo(CO)
3 to yield 2-t-butylfuran and 2,5-di-t-butylfuran. The catalyst was largely deactivated after 12 h. Up to 150 alkylation events occurred per Mo atom. At low conversions (<10%), using a furan/Mo ratio of 1000/1, the yields of 2-t-butylfuran were high (typically 65–80%). Yields fell sharply with increasing catalyst concentration. Butylation of 2-t-butylfuran occurred more readily than that of furan, and 2,5-di-t-butylfuran was formed in high yield at 30% conversion. Both furan and 2-t-butylfuran reacted with t-butyl chloride more than 50 times as fast as toluene. Evidence is given that the catalytic species do not contain chloride. |
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| ISSN: | 0022-328X 1872-8561 |
| DOI: | 10.1016/S0022-328X(00)85781-2 |