Pyridine Ylide Formation by Capture of Phenylchiorocarbene and tert-Butylchlorocarbene. Reaction Rates of an Alkylchlorocarbene by Laser Flash Photolysis

Journal of the American Chemical Society

Volumn 110, Issue 16, 1988, Pages 5595-5596

  Jackson, James E ^a   Soundararajan, N ^a   Platz, Matthew S ^a   Liu, Michael T H ^b  

^a OHIO STATE UNIVERSITY   (United States)

^b UNIVERSITY OF PRINCE EDWARD ISLAND   (Canada)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 33845278072     PISSN: 00027863     EISSN: 15205126     Source Type: Journal    
DOI: 10.1021/ja00224a068     Document Type: Article

References (10)

1. Barcus, R. L.; Hadel, L. M.; Johnston, L. J.; Platz, M. S.; Savino, T. G.; Scaiano, J. C. J. Am. Chem. Soc. 1986, I08, 3928. (b) Griller, D.; Hadel, L. M.; Nazran, A. S.; Platz, M. S.; Wong, P. C.; Savino, T. G.; Scaiano, J. C. J. Am. Chem. Soc. 1984, 106, 2227.
2. Soundararajan, N.; Jackson, J. E.; Platz, M. S., unpublished research at Ohio State University.
3. Soundararajan, N.; Jackson, J. E.; Platz, M. S.; Liu, M. T. H. Tetrahedron Lett., in press.
4. A similar strategy of ylide trapping has been used to monitor the dynamics of methylene. (a) Turro, N. J.; Cha, Y.; Gould, I. R. J. Am. Chem. Soc. 1987, 109, 2101. (b) Turro, N. J.; Cha, Y.; Gould, I. R.; Padwa, A.; Gasdaska, J. R.; Tomas, M. J. Org. Chem. 1985, 50, 4417.
5. Gould, I. R.; Turro, N. J.; Butcher, J., Jr.; Doubleday, C., Jr.; Hacker, N. P.; Lehr, G. F.; Moss, R. A.; Cos, D. P.; Guo, W.; Munjal, R. C.; Perez, L. A.; Fedorynski, M. Tetrahedron 1985, 41, 1587.
6. Zugravescu, I.; Petrovanu, M. N-Ylid Chemistry; McGraw-Hill: New York, NY, 1976.
7. Soundararajan, N.; Platz, M. S.; Jackson, J. E.; Doyle, M. P.; Oon, S.-M.; Liu, M. T. H.; Anand, S. J. Am. Chem. Soc., in press.
8. The probe kinetics method was invented by J. C. Scaiano, see Chatgilialoglu et al. (Chatgilialoglu, C.; Ingold, K. U.; Scaiano, J. C. J. Am. Chem. Soc. 1982, 104, 5124) for an example and leading references.
9. Liu, M. T. H.; Subramanian, R. Tetrahedron Lett. 1985, 26, 3071.
10. Moss, R. A.; Chang, M. J. Tetrahedron Lett. 1981, 38, 3749.