Lewis Acid Effects on Selectivity in Nickel-Catalyzed Pentenenitrile Hydrocyanation. Triorganotin Salts as Tunable Lewis Acid Promoters

Organometallics

Volumn 8, Issue 12, 1989, Pages 2871-2875

  McKinney, Ronald J ^a   Nugent, William A ^a  

^a DUPONT COMPANY   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 4344576024     PISSN: 02767333     EISSN: 15206041     Source Type: Journal    
DOI: 10.1021/om00114a023     Document Type: Article

References (14)

1. Chem. Eng. News 1971, 49, 30.
2. (a) Tolman, C. A.; McKinney, R. J.; Seidel, W. C.; Druliner, J. D.; Stevens, W. R. Adv. Catal. 1985, 33, 1–46. Recent references on the mechanism of nickel-catalyzed olefin hydrocyanation include: (b) Backvall, J. E.; Andell, O. S. Organometallics 1986, 5, 2350. (c) McKinney, R. J.; Roe, D. C. J. Am. Chem. Soc. 1986, 108, 5167.
3. Nugent, W. A.; McKinney, R. J.; Harlow, R. L. Organometallics 1984, 3, 1315.
4. McKinney, R. J. Organometallics 1985, 4, 1142.
5. For additional details, see: Prudent Practices for Handling Hazardous Chemicals in Laboratories; National Academy Press: Washington, DC, 1981; pp 45–47. Safety literature is also delivered with commercial samples from Fumico, Inc.
6. Ittel, S. D. Inorg. Synth. 1977, 17, 118–120.
7. Prince, R. H. J. Chem. Soc. 1959, 1783.
8. Oxidation of triorganotin hydrides by silver salts has been known for some time: Anderson, H. H. J. Am. Chem. Soc. 1957, 79, 4913–4915.
9. Druliner, J. D.; English, A. D.; Jesson, J. P.; Meakin, P.; Tolman, C. A. J. Am. Chem. Soc. 1976, 98, 2156.
10. Tolman, C. A.; Seidel, W. C.; Druliner, J. D.; Domaille, P. J. Organometallics 1984, 3, 33.
11. Druliner, J. D. Organometallics 1984, 3, 205.
12. McKinney, R. J., Unpublished results.
13. Nugent, W. A.; Kochi, J. K. J. Am. Chem. Soc. 1976, 98, 5979.
14. Brown, H. C. Boranes in Organic Chemistry; Cornell University Press: Ithaca, NY, 1972; pp 71, 102, and 282.