Mild conversion of alcohols to alkyl halides using halide-based ionic liquids at room temperature

Organic Letters

Volumn 3, Issue 23, 2001, Pages 3727-3728

  Ren, Rex X ^a   Wu, Jeff Xin ^a  

^a WESLEYAN UNIVERSITY   (United States)

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ARTICLE;

EID: 0001762856     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol016672r     Document Type: Article

References (11)

1. For recent reviews on ionic liquids in green chemistry, see: (a) Carlin, R. T.; Wilkes, J. S. In Advances in Nonaqueous Chemistry; Mamantov, G., Popov, A., Eds.; VCH: New York, 1994.
2. (b) Chauvin, Y.; Olivier, H. ChemTech 1995, 25, 26.
3. (c) Seddon, K. R. J. Chem. Technol. Biotech. 1997, 68, 351.
4. (d) Olivier, H. J. Mol. Catal. A: Chem. 1999, 146, 285.
5. (e) Welton, T. Chem. Rev. 1999, 99, 2071.
6. (f) Wasserscheid, P.; Keim, W. Angew. Chem., Int. Ed. 2000, 39, 3772.
7. Reichardt, C. Solvents and Solvent Effects in Organic Chemistry, 2nd ed.; VCH: New York, 1988.
8. Although bmiCl and bmiBr are solids at room temperature, warming up or addition of cosolvents such as water can render them liquidlike due to their hydrophilicity.
9. Nohrig, J. R.; Hammond, C. N.; Morrill, T. C.; Neckers, D. C. Experimental Organic Chemistry; W. H. Freeman and Company: New York, 1998; p 369.
10. Carey, F. A.; Sundberg, R. J. Advanced Organic Chemistry, Part A: Structure and Mechanisms, 4th ed.; Kluwer Academic/Plenum Publishers: New York, 2000; Chapter 5.
11. A report on ionic liquids as catalytic green solvents for nucleophilic displacement has just appeared. See: Wheeler, C.; West, K. N.; Liotta, C. L.; Eckert, C. A. Chem. Commun. 2001, 887.