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By W. Horspool, F. Lenci

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Chem. , Perkin Trans. 2, 1397, 1982. 3. , Photobehavior of alkyl halides in solution: radical, carbocation and carbene intermediates, Acc. Chem. , 17, 131, 1984. 4. , Wiley, London, 1973, chap, 11; (b) Grimshaw, J. , Photochemistry and photocyclization of aryl halides, Chem. Soc. , Recent advances in the photochemistry of the carbon–halogen bond, in The Chemistry of Functional Groups, Supplement D, Patai, S. , Wiley, London, 1983, chap. J. , Photosolvolyses and attendant photoreactions involving carbocations, Org.

Since these amines are primary, electron transfer within the charge-transfer complex may occur less readily. hν X NR RNH2 2 41b, X = Br c, X = Cl 156a, R = CH 3 b, R = C(CH3)3 hν Cl CH3NH2 NCH 3 8c 2 157 Vinyl Halides The photobehavior of vinyl iodides closely parallels that of their saturated alkyl analogs in solution, serving as a convenient and powerful method for the generation of vinyl cations that can be effected even at low temperature and in solvents of widely varying polarity. Once again, however, there is a strong propensity for elimination.

Chem. , 104, 3972, 1982. 18. P. , Photolysis of cubyl iodides: access to the cubyl cation, J. Org. , 54, 722, 1989. 19. A. , Ab initio calculations find that formation of cubyl cation requires less energy than formation of 1-norbornyl cation, J. Am. Chem. , 112, 3227, 1990. 20. R. B. R. Photoinduced electron-transfer substitution reactions via unusual charge-transfer intermediates, J. Org. , 67, 435, 2002. 21. P. , A facile route to 1,3,5,7-tetraaminoadamantane. Synthesis of 1,3,5,7tetranitroadamantane, J.

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