Journal
JOURNAL OF ORGANOMETALLIC CHEMISTRY
Volume 695, Issue 8, Pages 1182-1188Publisher
ELSEVIER SCIENCE SA
DOI: 10.1016/j.jorganchem.2010.01.025
Keywords
Acylation; Titanocene; Perfluorooctanesulfonate; Lewis acid; Catalyst
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Funding
- National Natural Science Foundation of China [20372020, 20672033, 20873038, 20973056]
- National Outstanding Youth Foundation of China [20525518, E50725825]
- National 863 Program of China [2009AA05Z319]
- Opening Foundation of State Key Laboratory of Elemento-organic Chemistry, Nankai University
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Air-stable titanocene bis(perfluorooctanesulfonate) [Cp2Ti(OSO2C8F17)(2)] that shows high Lewis acidity was prepared from Cp2TiCl2 and AgOSO2C8F17. The compound was characterized by different techniques, and examined as a catalyst for acylation reactions. It was found that using equimolar acetic anhydride as acetylating agent and under solvent-free condition, Cp2Ti(OSO2C8F17)(2) exhibits high activity and selectivity in the acetylation of various alcohols, phenols, thiols, and amines. Also, good catalytic efficiency is observed in the acylation of 2-phenylethanol across various acylating reagents. The catalyst can be reused without loss of activity in a test of ten cycles. The Cp2Ti(OSO2C8F17)(2) catalyst affords a simple, efficient and general method for the acylation of alcohols, phenols, thiols, and amines. (C) 2010 Elsevier B.V. All rights reserved.
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