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Internal and External Induced Circular Dichroism in Cyclodextrin Complexes: A Study of the Complexes of α-Cyclodextrin with (R)-3-Methylcyclopentanone and Cyclopentanone

M. Boisvin ; Laboratoire de Chimie (UA CNRS 1110), Ecole Normale Superieure, 24 Rue Lhomond, F 75231 Paris Cedex 05
A. Rassat ; Laboratoire de Chimie (UA CNRS 1110), Ecole Normale Superieure, 24 Rue Lhomond, F 75231 Paris Cedex 05
G. Le Bas ; Laboratoire de Physique (ER CNRS 180), Centre Pharmaceutique F 92290 Chatenay Malabory, France
G. Tsoucaris ; Laboratoire de Physique (ER CNRS 180), Centre Pharmaceutique F 92290 Chatenay Malabory, France

Sažetak

The circular dichroism (CD) of (R)-3-methylcyclopentanone
1 in the presence of a-cyclodextrin (aCx) in -water has been
measured. The formation constant (K' = 24 mol-1 litre) of al-l
complex, specific CD (do = +1.74) of 1 in water solution, and
specific CD of this complex in water (t1c' = +1.4,5)have been
calculated. Similarly, the induced CD (ICD) of cyclopentanone
2 in the presence of aCx in water has been measured. The formation
constant (K = 25 mol-1 litre) of a 1-1 complex and the
specific CD (t1c' = -0.034)of this complex have been calculated.
A model is presented for the interpretation of the lCD data.
Various theoretical possibi1ities are discussed. A comparison with
X-Ray and low-temperature neutron-diffraction data for the
(2-aCx) complex is attempted. It seems reasonable to conclude
that there is only a weak chiral discrimination in this complex in
water solution at room temperature.

Ključne riječi

Hrčak ID:

175506

URI

https://hrcak.srce.hr/175506

Datum izdavanja:

10.8.1989.

Posjeta: 823 *