Cyclopentadiene type compounds and method for making
AssigneePhillips Petroleum Company
InventorsKonstantinos Patsidis, Syriac J. Palackal, Helmut G. Alt
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Abstract
Processes are disclosed for preparing compounds of the formula Z--R--Z where each Z can be selected from cyclopentadienyl type radicals such as substituted or unsubstituted cyclopentadienyl, indenyl, fluorenyl or tetrahydroindenyl or where one Z is Cl, Br, or I by reacting specific Z precursors with a dihaloalkylene compound. Also new cyclopentadienyl-type compounds are disclosed.
Claims41
A process comprising reacting (1) a fluorenyl halide of the formula Z--R--X, wherein Z is a substituted or unsubstituted fluorenyl;
- X is Cl, Br, or I;
- and R is a divalent organic Ge, Si, B, Al, P, or Sn radical or alkylene radical with (2) and alkali metal salt of Z', wherein Z' is selected from the group consisting of unsubstituted fluorenyl, substituted fluorenyl, unsubstituted cyclopentadienyl, substituted cyclopentadienyl, unsubstituted indenyl, substituted indenyl and tetrahydroindenyl to produce a compound of the formula Z--R--Z', wherein Z and Z' are different.
A method for preparing compounds of the formula Z--CH.sub.2 --Z' wherein Z and Z' are different and Z is unsubstituted fluorenyl or substituted fluorenyl and Z' is unsubstituted cyclopentadienyl, substituted cyclopentadienyl, unsubstituted indenyl, substituted indenyl, tetrahydro indenyl, unsubstituted fluorenyl, or substituted fluorenyl comprising reacting a compound of the formula Z-Si(CH.sub.3).sub.3 with alkali metal to form the alkali metal salt of Z-Si(CH.sub.3).sub.3, reacting said alkali metal alkyl salt with a dihalomethane, to produce 9-methyl halide-9-trimethyl silyl Z, and reacting said 9-methyl halide-9-trimethyl silyl Z with the alkali metal salt of Z' to yield Z--CH.sub.2 --Z', wherein the halogens of the dihalomethane are each individually selected from Cl, Br, and I.
The compound 1-(2,7-di-tert-butyl-9-fluorenyl)-1-cyclopentadienyl) methane.
The compound 1-(9-fluorenyl)-1-(cyclopentadienyl) methane.
The compound 9-(trimethylsilyl)-9-(chloromethyl) fluorene.
A process comprising reacting (1) a solution of a dihalo compound selected from the group consisting of dihalo organic compounds of Ge, Si, B, Al, P, Sn, wherein the two halogens are directly bonded to the respective Ge, Si, B, Al, P, or Sn atom, and dihalo alkylenes of the formula X--R--X wherein R is an alkylene radical having 1 to 20 carbon atoms in which the halogens of said dihalo compounds are selected from Cl, Br, and I with (2) a substituted or unsubstituted fluorenyl lithium salt wherein said solvent for the dihalo compound consists essentially of a non-polar organic liquid to produce a fluorenyl compound of the formula Fl--R--X wherein Fl corresponds to the substituted or unsubstituted fluorenyl of the lithium salt, X is selected from Cl, Br, or I, and R is the remnant of the dihalo compound.
Dependencies are inferred from the claim text.