The present invention provides a process for preparing (7Z)-7-tricosene of the following formula (3): the process comprising a step of subjecting a nucleophilic reagent, (8Z)-8-pentadecenyl compound of the following general formula (1), wherein M.sup.1 represents Li, MgZ.sup.1, CuZ.sup.1 or CuLiZ.sup.1, wherein Z.sup.1 represents a halogen atom or an (8Z)-8-pentadecenyl group, to a coupling reaction with a 1-halooctane compound of the following general formula (2), wherein X.sup.1 represents a halogen atom, to produce (7Z)-7-tricosene (3). ##STR00001##

The present invention provides a process for preparing (7Z)-7-tricosene of the following formula (3): the process comprising a step of subjecting a nucleophilic reagent, (8Z)-8-pentadecenyl compound of the following general formula (1), wherein M.sup.1 represents Li, MgZ.sup.1, CuZ.sup.1 or CuLiZ.sup.1, wherein Z.sup.1 represents a halogen atom or an (8Z)-8-pentadecenyl group, to a coupling reaction with a 1-halooctane compound of the following general formula (2), wherein X.sup.1 represents a halogen atom, to produce (7Z)-7-tricosene (3). ##STR00001##

The present invention provides a process for preparing (7Z)-7-tricosene of the following formula (3): the process comprising a step of subjecting a nucleophilic reagent, (8Z)-8-pentadecenyl compound of the following general formula (1), wherein M.sup.1 represents Li, MgZ.sup.1, CuZ.sup.1 or CuLiZ.sup.1, wherein Z.sup.1 represents a halogen atom or an (8Z)-8-pentadecenyl group, to a coupling reaction with a 1-halooctane compound of the following general formula (2), wherein X.sup.1 represents a halogen atom, to produce (7Z)-7-tricosene (3).

##STR00001##

The present invention provides a process for preparing (7Z)-7-tricosene of the following formula (3): the process comprising a step of subjecting a nucleophilic reagent, (8Z)-8-pentadecenyl compound of the following general formula (1), wherein M.sup.1 represents Li, MgZ.sup.1, CuZ.sup.1 or CuLiZ.sup.1, wherein Z.sup.1 represents a halogen atom or an (8Z)-8-pentadecenyl group, to a coupling reaction with a 1-halooctane compound of the following general formula (2), wherein X.sup.1 represents a halogen atom, to produce (7Z)-7-tricosene (3).

##STR00001##

The disclosure provides methodology for the synthesis of mono-alkylated cyclopentadiene structures, which can be obtained via fulvene intermediates. In one embodiment, the cyclopentadiene ring is substituted with a trialkylsilyl moiety, which enables the further reaction with certain metal halides to form metal adducts. For example, the monoalkyl cyclopentadienes substituted with a trimethylsilyl group can be reacted with TiCl.sub.4 to provide R*CpTiCl.sub.3 complexes, wherein R* is a group of the formula ##STR00001##
wherein R.sup.1 and R.sup.2 are as defined herein.

The disclosure provides methodology for the synthesis of mono-alkylated cyclopentadiene structures, which can be obtained via fulvene intermediates. In one embodiment, the cyclopentadiene ring is substituted with a trialkylsilyl moiety, which enables the further reaction with certain metal halides to form metal adducts. For example, the monoalkyl cyclopentadienes substituted with a trimethylsilyl group can be reacted with TiCl.sub.4 to provide R*CpTiCl.sub.3 complexes, wherein R* is a group of the formula

##STR00001##

wherein R.sup.1 and R.sup.2 are as defined herein.

The disclosure provides methodology for the synthesis of mono-alkylated cyclopentadiene structures, which can be obtained via fulvene intermediates. In one embodiment, the cyclopentadiene ring is substituted with a trialkylsilyl moiety, which enables the further reaction with certain metal halides to form metal adducts. For example, the monoalkyl cyclopentadienes substituted with a trimethylsilyl group can be reacted with TiCl.sub.4 to provide R*CpTiCl.sub.3 complexes, wherein R* is a group of the formula

##STR00001##

wherein R.sup.1 and R.sup.2 are as defined herein.

Ferrocenyl-based unsymmetrical ligands containing di(1-adamantyl)phosphino groups with general formula, Fc(Ad.sub.2P) (R.sub.2P) and corresponding metal complexes, include metal halide complexes, N-biphenyl metal cationic complexes and R-allyl metal cationic complexes, useful in catalysis. The ligands and complexes overcome problems with conventional catalysts, providing new routes to previously challenging cross-coupling reactions, including CP coupling, C.sub.sp2C.sub.sp3 coupling and other conventional cross-coupling applications, while being scalable so that they can be provided in sufficient quantity and purity for industrial applications.

Ferrocenyl-based unsymmetrical ligands containing di(1-adamantyl)phosphino groups with general formula, Fc(Ad.sub.2P) (R.sub.2P) and corresponding metal complexes, include metal halide complexes, N-biphenyl metal cationic complexes and R-allyl metal cationic complexes, useful in catalysis. The ligands and complexes overcome problems with conventional catalysts, providing new routes to previously challenging cross-coupling reactions, including CP coupling, C.sub.sp2C.sub.sp3 coupling and other conventional cross-coupling applications, while being scalable so that they can be provided in sufficient quantity and purity for industrial applications.

A process for the preparation of a compound of formula (V): ##STR00001## comprising at least the step of reacting a compound of formula (VI) ##STR00002##
with a compound (VII) ##STR00003## wherein; R.sub.2 is hydrogen or a C1-C20 hydrocarbyl radical provided that at least one R.sub.2 is not hydrogen; R.sub.5 is hydrogen or a C1-20 hydrocarbyl group optionally containing one or more heteroatoms from groups 14-16; R.sub.6 is hydrogen or a C1-20 hydrocarbyl group optionally containing one or more heteroatoms from groups 14-16; n is 1, 2 or 3; each R.sub.8 is a C1-20 hydrocarbyl group; and Hal is a halide; in the presence of a nickel imidazolidin-2-ylidene compound.