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2005
Polyphenylalkane derivatives
Q 0720
Friedel—Crafts Benzoylation of Alkylbenzenes with Benzoic Anhydride Cataby Solid Superacids. — Mono-alkylbenzenes are benzoylated over superacids,
08- 092 lyzed
e.g. SO4/ZrO2, WO4/ZrO2 or SO4/HfO2, under liquid—solid phase conditions. Toluene
(Ia) and ethylbenzene (Ib) show reasonable conversions into their corresponding regioisomers whereas the conversions of propyl- and butyl-activated benzenes are surprisingly low. Similar activities for the superacids are observed for toluene (Ia) and o- and
p-xylenes (V) and (XI). The quite high yields for the benzoylated products (IX) and
(X), regardless of the catalyst used, indicate the high reactivity of m-xylenes (VIII).
The usual, homogeneous Friedel—Crafts benzoylation with AlCl3 as catalyst is examined to confirm the low reactivities of propyl- and butylbenzenes. — (NAKAMURA,
H.; ARATA, K.; Bull. Chem. Soc. Jpn. 77 (2004) 10, 1893-1896; Dep. Sci., Hokkaido
Univ. Educ., Hakodate, Hokkaido 040, Japan; Eng.) — H. Hoennerscheid
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