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    Process for the production of cyclic organic compounds
    93.
    发明授权
    Process for the production of cyclic organic compounds 失效
    环状有机化合物的制备方法

    公开(公告)号：US3215712A

    公开(公告)日：1965-11-02

    申请号：US9746061

    申请日：1961-03-22

    Applicant: UNION CARBIDE CORP

    Inventor： HUBEL KARL W

    IPC: C07C1/32 ,  C07C45/00 ,  C07C46/00 ,  C07C50/02 ,  C07C50/06 ,  C07F7/08 ,  C07F17/00 ,  C10L1/30 ,  C23C16/16

    CPC classification number: C23C16/16 ,  C07C1/325 ,  C07C45/00 ,  C07C46/00 ,  C07C50/02 ,  C07C50/06 ,  C07F7/0818 ,  C07F7/0827 ,  C07F17/00 ,  C10L1/30 ,  C10L1/305 ,  Y10S585/931 ,  C07C15/02

    Abstract: The invention comprises the product of reacting under neutral non-aqueous conditions a transition metal carbonyl or a derivative thereof with an acetylene compound the product having the formula where M is a transition metal, N is a carbonyl group or a substituted carbonyl group, R1 and R11 each represent hydrogen or an organic group or substituted derivatives thereof or an organo substituted hydride group, C2 represents direct carbon to carbon bonding, x is an integer from 1 to 3, y is an integer from 2 to 12 and z is an integer from 1 to 5. M may be iron, znickel, ruthenium, rhodium, palladium, osmium iridium, manganese, rhenium, chromium, molybdenum or tungsten. The triple bond in the acetylene compound is converted into a double or single bond. If desired, the transition metal carbonyl may be prepared in situ from the metal and carbon monoxide; alternatively, a metal salt and a reducing agent may be used. The acetylene compound may be substituted by an organic group such as an alkyl, alkenyl, alkynyl, cycloaliphatic, aryl or alkylaryl group or a functional group such as -COH, -CN, -halogen, -OH, -NR2, -COOR wherein R is hydrogen, an aliphatic or aromatic radical or a hydrocarbon group substituted by such a functional group. The products may be separated by chromatography or by fractional crystallisation. From 2.5 to 6.0 moles of acetylenic compound may be used per mol of metal carbonyl. The temperature of reaction varies from room temperature up to 300 DEG C. If desired, the carbonyl groups on the metal may be partially substituted by radicals such as nitrosyl, substituted isonitrile, substituted phosphines, substituted arsines, substituted stibines and their halides and fully substituted aromatic systems. Complicated ring systems may be formed by heating the compounds of the invention, thus 1,3,5-triphenylbenzene is obtained by heating Fe2(CO)6(C6H5.C2H)3 or Fe(CO)4(C6H5.C2H)3 to about 170 DEG C. Heating Fe(CO)4(C6H5.C2.C6H5)2 to about 200 DEG C. yields tetraphenylcyclopentadienone, and heating Fe(CO)2(CH3OOC.C2.COOCH3)3 to 180 DEG C. yields the hexamethyl ester of mellitic acid.ALSO:Complexes obtained by heating a transition metal carbonyl and an acetylenic compound (see Group IV(b)) may be decomposed thermally to produce metal mirrors and films. Thus glass cloth may be coated with iron by heating the cloth in a sealed tube containing Fe2(CO)6-(C6H5.C2.C6H5) 2.

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