Bicyclo [3. 3. 0] octane Derivatives

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Synthesis and serotonin binding site studies of some conformationally restricted indolylethylamine analogues based on 2-amino-3-(3'-indolyl)bicyclo[2.2.2]octane.

The bicycloannulation reaction between cyclohexenone and indolyl enamines yields trans-3-(cyclic amino)-2-(3'-indolyl)bicyclo[2.2.2]octan-5-ones, and these adducts are conformationally restricted analogues of indolylethylamine (tryptamine) which exhibit structure-dependent affinity for the serotonin 5HT2 and 5HT1a receptors. The stereochemistry of the isomeric endo and exo adducts obtained is a...

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Spiro-bicyclo[2.2.2]octane derivatives as paclitaxel mimetics. Synthesis and toxicity evaluation in breast cancer cell lines.

Paclitaxel is one of the most important anti-cancer agents introduced during the last 20 years. However, the use of paclitaxel is limited by undesirable side effects as well as the development of drug resistance. Here, we report a synthetic strategy towards spiro-bicyclo[2.2.2]octane derivatives, which includes double Michael addition and ring-closing metathesis as key synthetic steps. This str...

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Differentiation of molecules in a mixed self-assembled monolayer of H-and Cl-terminated bicyclo[2.2.2]octane derivatives.

H- and Cl-terminal groups of bicyclo[2.2.2]octane (BCO) derivatives in a mixed self-assembled monolayer (SAM) on Au(111) were imaged using a modified Si tip with a CaF(2) nanocluster to differentiate the two terminals, which have different electronegativities. In order to achieve this we fabricated a new sample holder, on which a CaF(2) single crystal and the mixed SAM on Au(111) could be mount...

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Two Model Compounds to Investigate the Gear Effect: 2,3-Dialkyl-Bicyclo[2.2.1]-Heptane and 2,3-Dialkyl-Bicyclo[2.2.2]-Octane

Compounds I, II and III, were used as models resembling gear systems (bods connecting CR3 groups to the skeletal molecule are parallel) in surveying the potential energy surface for their internal rotation. The magnitude of the barriers calculated for averaging the NMR signals, placed these compounds in the range of measurement accessible by dynamic NMR spectroscopy (which is cur...

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1-[Bicyclo[4.2.0]octa-1(6),2,4-trien-3-yl]-3-[bicyclo[4.2.0]octa-1(6),2,4-trien-3-yl­methyl]imidazolium hexa­fluoro­phos­phate

In the title compound, C(20)H(19)N(2) (+)·PF(6) (-), the two benzocyclo-butene units are essentially planar and they form dihedral angles of 38.0 (2) and 72.7 (2)°, with the central imidazolium ring. In the crystal structure, weak C-H⋯π and π--π stacking inter-actions [centroid-centroid distance = 3.742 (2) Å] contribute to the stability of the crystal structure. The PF(6) (-) ion is disordered...

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ژورنال

عنوان ژورنال: Nippon kagaku zassi

سال: 1959

ISSN: 0369-5387,2185-0917

DOI: 10.1246/nikkashi1948.80.58