(E)-13-(2-Bromophenyl)micheliolide
نویسندگان
چکیده
The title compound, C21H23BrO3 [systematic name: (3E,3aS,6Z,9R,9aS,9bS)-3-(2-bromo-benzyl-idene)-9-hy-droxy-6,9-dimethyl-3,3a,4,5,7,8,9,9a-octa-hydro-azuleno[4,5-b]furan-2(9bH)-one] was prepared by the reaction of 1-bromo-2-iodo-benzene with micheliolide [systematic name: (3aS,R,9aS,9bS,Z)-9-hy-droxy-6,9-dimethyl-3-methyl-ene-3,3a,4,5,7,8,9,9a-octa-hydro-azuleno[4,5-b]furan-2(9bH)-one] under Heck reaction conditions. The title compound exhibits intra-molecular O-H⋯O hydrogen bonding between the hy-droxy group and the lactone ring O atom, forming a ring of graph-set motif S(6). The 2-bromo-phenyl group is trans to the lactone ring, indicating that this is the E isomer (geometry of the exocyclic C=C bond). The dihedral angle between the benzene ring of the 2-bromo-phenyl moiety and the mean plane of the lactone ring is 51.68 (7)°.
منابع مشابه
2-[(E)-4-(2-Bromophenyl)but-3-en-2-ylidene]malononitrile
The title compound, C(13)H(19)BrN(2), is planar structure except for the methyl H atoms, the maximum atomic deviation for the non-H atoms being 0.100 (1) Å. The bromo-phenyl and isopropanylidenemalononitrile units are located on opposite sides of the C=C bond, showing an E configuration.
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In the title compound, C(13)H(9)BrO(2), the benzene and furan rings form a dihedral angle of 44.35 (14)°. The crystal packing exhibits no significantly short inter-molecular contacts.
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In the title mol-ecule, C(16)H(13)BrO(4), the dihedral angle between the benzene rings is 85.92 (10)°. In the crystal, mol-ecules are linked into chains along [100] via weak inter-molecular C-H⋯O hydrogen bonds.
متن کامل(E)-1-(4-Bromophenyl)-3-(2-methoxyphenyl)prop-2-en-1-one
In the title compound, C(16)H(13)BrO(2), the dihedral angle between the mean planes of the meth-oxy- and bromo-substituted benzene rings is 24.6 (1)°. The angles between the mean plane of the prop-2-en-1-one group and the 4-bromo-phenyl and 2-meth-oxy-phenyl ring planes are 18.8 (1) and 6.0 (1)°, respectively.
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The title compound, C(13)H(10)BrNO, was prepared by reaction of 3-bromo-aniline with 2-hydroxy-benzaldehyde at 377 K. The mol-ecular structure and packing are stabilized by an intra-molecular O-H⋯N hydrogen-bond inter-action.
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