|Title||IONIC CHIRAL HANDLE-INDUCED ASYMMETRIC-SYNTHESIS IN A SOLID-STATE NORRISH TYPE-II PHOTOREACTION|
|Publication Type||Journal Article|
|Year of Publication||1994|
|Authors||Koshima, H, Maeda, A, Masuda, N, Matsuura, T, Hirotsu, K, Okada, K, Mizutari, H, Ito, Y, Fu, TY, Scheffer, JR, Trotter, J|
|Type of Article||Article|
|Keywords||2, 4, 6-TRIISOPROPYLBENZOPHENONES, INDUCTION, PHOTOCHEMISTRY, SALTS|
Irradiation of crystals of salts formed between 4-(2,4,6-triisopropylbenzoyl)benzoic acid (1a) and various optically active amines is shown to lead to optically active Norrish type II photoproducts in low to moderate enantiomeric excesses, a process in which the ammonium ion has acted as an ’’ionic chiral handle.’’ X-ray crystallography reveals that the salts crystallize with two independent, mirror image-related molecules of the benzophenone moiety in the asymmetric unit, and this is suggested to be the source of the low ees observed.
|URL||<Go to ISI>://A1994PC67800004|