ISSN:
0009-2940
Keywords:
Chemistry
;
Inorganic Chemistry
Source:
Wiley InterScience Backfile Collection 1832-2000
Topics:
Chemistry and Pharmacology
Notes:
Phenyl Effects in Radical Additions to AlkenesReactions of cyclohexylmercuric salts 4 with NaBH4 in the presence of alkenes 8 yield products 10. The main step of the reaction sequence, the addition of a cyclohexyl radical (7) to alkene 8, can be measured using a competition technique. The data show that styrene reacts 30-40 times faster than expected by the σ-p-value. This phenyl effects decreases in going from monosubstituted alkenes 8 to disubstituted alkenes 3, 2 and 1 because the steric hindrance of a coplanar orientation of the π-system increases in the same order.
Additional Material:
1 Ill.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1002/cber.19831160923