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8148493 
Journal Article 
Cycli-Alkylation of Aromatic Compounds by the Friedel and Crafts Reaction 
Bruson, HA; Kroeger, JW; , 
2002 
Yes 
Journal of the American Chemical Society
ISSN: 0002-7863
EISSN: 1520-5126 
62 
1 
36-44 
English 
1. Di-tertiary 1,4-glycols condense in the presence of aluminum chloride with aromatic hydrocarbons, phenols, or phenol ethers, so as to introduce a new hydroaromatic cycle into the aromatic nucleus. The use of boron trifluoride or of 77% sulfuric acid as condensing agent in place of aluminum chloride, gives isomers of the above compounds. Phenols which are blocked in the para-position give chromanes or coumaranes. 2. Similar condensation products are obtained by using di-tertiary 1,4-dichlorides, 1,5-diolefins, and 2,2,5,5-tetraalkyltetrahydrofurans in place of the 1,4-glycols. 3. Thiophenols behave differently from phenols and give diaryl dithio ethers. Thiophene takes up a hydroaromatic cycle. 4. Certain aromatics, notably benzene, naphthalene and diphenylene oxide, readily take up two hydroaromatic cycles. 5. The term “cycli-alkylation” has been proposed for these reactions. © 1940, American Chemical Society. All rights reserved.