Halide effects on the Heck reaction in room temperature ionic liquids

Tetrahedron Letters

Volumn 44, Issue 46, 2003, Pages 8395-8397

  Handy, Scott T ^a   Okello, Maurice ^a  

^a BINGHAMTON UNIVERSITY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

HALIDE;

ARTICLE; CATALYSIS; HECK REACTION; LIQUID; ROOM TEMPERATURE;

EID: 0141887596     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2003.09.120     Document Type: Article

References (13)

1. Wasserscheid P., Keim W. Angew. Chem., Int. Ed. 39:2000;3772-3789.
2. Dupont J., de Souza R.F., Suarez P.A.Z. Chem. Rev. 102:2002;3667-3692.
3. These carbenes can be both detrimental and beneficial. For a report on their detrimental influence, see: Aggarwal, V. K.; Emme, I.; Mereu, A. Chem. Commun. 2002, 1612-1613. For examples of beneficial effects in transition metal catalysis, see: Xu, L.; Chen, W.; Xiao, J. Organometallics 2000, 19, 1123-1127. Mathews, C. J.; Smith, P. J.; Welton, T.; White, A. J. P.; Williams, D. J. Organometallics 2001, 20, 3848-3850. And the reviews in Ref. 1.
4. These carbenes can be both detrimental and beneficial. For a report on their detrimental influence, see: Aggarwal, V. K.; Emme, I.; Mereu, A. Chem. Commun. 2002, 1612-1613. For examples of beneficial effects in transition metal catalysis, see: Xu, L.; Chen, W.; Xiao, J. Organometallics 2000, 19, 1123-1127. Mathews, C. J.; Smith, P. J.; Welton, T.; White, A. J. P.; Williams, D. J. Organometallics 2001, 20, 3848-3850. And the reviews in Ref. 1.
5. These carbenes can be both detrimental and beneficial. For a report on their detrimental influence, see: Aggarwal, V. K.; Emme, I.; Mereu, A. Chem. Commun. 2002, 1612-1613. For examples of beneficial effects in transition metal catalysis, see: Xu, L.; Chen, W.; Xiao, J. Organometallics 2000, 19, 1123-1127. Mathews, C. J.; Smith, P. J.; Welton, T.; White, A. J. P.; Williams, D. J. Organometallics 2001, 20, 3848-3850. And the reviews in Ref. 1.
6. For a recent report on quality control in RTIL preparation, see: Holbrey J.D., Seddon K.R., Wareing R. Green Chem. 3:2001;33-36.
7. Chauvin Y., Olivier-Bourbigou H. CHEMTECH. 1995;26-30.
8. Handy S.T., Okello M., Dickenson G. Org. Lett. 5:2003;2513-2515.
9. Carmichael A.J., Earle M.J., Holbrey J.D., McCormac P.B., Seddon K.R. Org. Lett. 1:1999;997-1000.
10. 1H NMR.
11. For a summary of his results, see: Jeffery T. Tetrahedon. 52:1996;10113-10130.
12. There is the additional problem that the effect of halides may differ not only between RTILs and conventional salts but also from RTIL to RTIL. For a recent report noting differences in halide nucleophilicities, see: Lancaster N.L., Welton T., Young G.B. J. Chem. Soc., Perkin Trans. 2. 2001;2267-2270.
13. Mathews C.J., Smith P.J., Welton T., White A.J.P., Williams D.J. Organometallics. 20:2001;3848-3850.