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[Structure cristalline et dichroïsme circulaire de la (1R,3R,4R), (1′R,3′R,4′R)-(bornane 2-one 3-yl)-3′ bornane 2′-one (dicamphre)]

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Lamazouere, AM. Elbatouti, N. Sotiropoulos, J. Dupont, L. Germain, Gabriel [UCL]

(+)-Camphor reacts in basic media, with N-sulfinylaniline to give, in good yields, dicamphoquinone, which is hydrogenated to dicamphor. Crystals of dicamphor (C20H30O2) belong to space group P2(1), with a = 6.920(1) angstrom, b = 11.207(1) angstrom, c = 11.516(1) angstrom, beta = 99.62(1)0, z = 2, T = 293 K. The final R is 0.044 for 1113 observed reflections. The cohesion of the crystal is the result of van der Waals interactions. The two camphor moieties in this 1.4-diketone are located in chiral positions with respect to each other. The two carbonyl groups form a right handed helix. The Circular Dicroism (CD) spectrum exhibits two Cotton effects of opposite sign and equal intensities in the region of n --> pi* transition: positive at longer wavelength and negative at shorter wavelength. The nature of CD is discussed.

Document type Article de périodique (Journal article) – Article de recherche
Publication date 1994
Language Français
Journal information "Zeitschrift fuer Kristallographie : international journal for structural, physical, and chemical aspects of crystalline materials" - Vol. 209, no. 3, p. 263-266 (1994)
Peer reviewed yes
Publisher R Oldenbourg Verlag (Munich 80)
issn 0044-2968
Publication status Publié
Affiliation UCL
Keywords CRYSTAL STRUCTURE ; CIRCULAR DICHROISM ; DICAMPHOR
Links
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Bibliographic reference Lamazouere, AM. ; Elbatouti, N. ; Sotiropoulos, J. ; Dupont, L. ; Germain, Gabriel. [Structure cristalline et dichroïsme circulaire de la (1R,3R,4R), (1′R,3′R,4′R)-(bornane 2-one 3-yl)-3′ bornane 2′-one (dicamphre)]. In: Zeitschrift fuer Kristallographie : international journal for structural, physical, and chemical aspects of crystalline materials, Vol. 209, no. 3, p. 263-266 (1994)
Permanent URL http://hdl.handle.net/2078.1/48982