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Polymer, Vol.43, No.5, 1711-1714, 2002
Highly controlled side-chain chromophore orientation in poly[N-5-1-(1-pyrenyl)ethyl-L-glutamines]
Poly[N-5-(R and S)-1-(1-pyrenyl)ethyl-L-glutamines] (I and 2) were prepared by condensation of poly(L-glutamic acid) with optically resolved amines. In solution, these polymers, 2 in particular, gave large circular dichroism (CD) indicative of exciton coupling among the side-chain pyrene chromophores. When compared with the corresponding polymer with achiral side groups. i.e. poly(I-pyrenylmethyl-L-glutamine) (3), 1 and 2 not only gave much stronger CD, but also gave much reduced excimer emission with a significant hypsochromic shift of emission maximum. The highly controlled orientation of the side-chain chromophores is apparently brought about by the specific steric interactions among the bulky chiral side chains along the helical main chain.