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Usage

Uses

Used in Organometallic Chemistry:
2-(tert-Butyl)-5-(1-methylethylidene)-1,3-cyclopentadiene is utilized as a ligand in organometallic chemistry, where its unique structure contributes to the formation of various organometallic complexes. Its use as a ligand is crucial for the development of new catalysts and materials with specific properties.
Used in Synthesis of Organic Compounds:
In the field of organic synthesis, 2-(tert-Butyl)-5-(1-methylethylidene)-1,3-cyclopentadiene serves as a versatile building block for the creation of a wide range of organic compounds. Its reactivity and structural features make it a valuable intermediate in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Pharmaceutical Industry:
2-(tert-Butyl)-5-(1-methylethylidene)-1,3-cyclopentadiene is used as a key intermediate in the synthesis of pharmaceuticals, where its unique structure can be leveraged to develop new drugs with improved efficacy and selectivity.
Used in Agrochemical Industry:
Similarly, in the agrochemical industry, 2-(tert-Bytyl)-5-(1-methylethylidene)-1,3-cyclopentadiene is employed as a precursor for the synthesis of various agrochemicals, contributing to the development of more effective and environmentally friendly pesticides and herbicides.
Used in Specialty Chemicals:
2-(tert-Butyl)-5-(1-methylethylidene)-1,3-cyclopentadiene is also used in the production of specialty chemicals, where its unique properties can be harnessed to create compounds with specific applications in various industries, such as materials science, coatings, and adhesives.

Upstream product

• 2175-91-9 6,6'-dimethyl fulvene 
• 507-19-7 t-butyl bromide 
• 67-64-1 acetone 
• 917-54-4 methyllithium 
• 84857-63-6 1-tert-butyl-1,3-cyclopentadiene 
• 84857-64-7 1-tert-butyl-1,4-cyclopentadiene 

Downstream Products

• 857074-88-5 2,2-[(3-tert-butylcyclopentadienyl)-(4-phenyl-2,7-di-tert-butylfluorenyl)]propane 
• 219617-44-4 2-i-propyl-4-t-butylcyclopenta-1,3-diene 

Relevant academic research and scientific papers

Functional-group chemistry of organolithium compounds: Photochemical [2+2] cycloaddition of alkenyl-substituted lithium cyclopentadienides

(Chemical Equation Presented) Li and light: Alkenyl-substituted lithium cyclopentadienides, which are in equilibrium with the substituted lithocene anion structure 1, undergo a photochemical [2+2] cycloaddition to yield selectively the carbon-carbon coupling product 2. This is a rare case of organic functional-group chemistry for a reactive organolithium compound.

The first [2]cobaltocenophane and [2]metallocenophanium salts

A tetramethylethylene bridged ferrocene 1 and cobaltocene 3 are synthesised in two steps from 2-tert-butyl-6,6-dimethylfulvene. Both can be oxidised to the corresponding cations, 2 and 4, the single-crystal X-ray structures of which have been determined.

Oxidative Coupling of 2-Alkyl-6,6-dimethylpentafulvenyl Anions

CuCl2-Induced oxidative coupling of 2-(tert-butyl)-6,6-dimethylpentafulvenyl anion 9 predominantly takes place at C(7) and C(5) to give and coupling products 15 and 16 in 35 and 47percent yields, respectively (Scheme 3) whose structures are elucidated from 1D- and 2D-NMR analysis.Compared with the product distribution observed for 6,6-dimethylpentafulvenyl anion 2 (Scheme 1), no coupling at C(2)/C(3) of 9 is observed.This means that, besides electronic effects, steric effects are also important in oxidative coupling of fulvenyl anions.The same couplings occur in the case of 2,3-bis(6,6-dimethylfulven-2-yl)-2,3-dimethylbutane dianion 10 as well, but, due to electronic as well as conformational effects (Scheme 5), intermolecular coupling (to give polymers 17, Scheme 4) is strongly favored over intramolecular coupling.Mechanisms explaining base-catalyzed isomerization 15a 15b 15c (Scheme 6) as well as isomerization 16a 16b (Scheme 7) are proposed.

Preparation method of substituted cyclopentadienyl metallocene compound

The invention relates to a preparation method of a substituted cyclopentadienyl metallocene compound. The preparation method comprises the following steps that a cyclopentadienyl compound and an aldehyde-ketone compound are adopted to carry out reaction to produce a fulvene compound, then the fulvene compound is acted with metal hydride to produce substituted cyclopentadienyl salt, and the substituted cyclopentadienyl salt is further reacted with group IV metal halide to produce the metallocene compound. Compared with the prior art, the preparation method has the advantages of high product yield, convenience in operation, good economy and the like and is suitable for industrial production.

Heterocyclic metallocenes and polymerisation catalysts

A new class of heterocyclic metallocenes, a catalytic systems containing them and a process for polymerizing addition polymerizable monomers using said catalytic system are disclosed; the heterocyclic metallocenes correspond to formula (I):YjR"iZjj,MeQkPl wherein Y is a coordinating group containing a six π electron central radical directly coordinating Me, to which are associated one or more radicals containing at least one non-carbon atom selected from B, N, O, Al, Si, P, S, Ga, Ge, As, Se, In, Sn, Sb and Te; R" is a divalent bridge between the Y and Z groups;Z is a coordinating group, optionally being equal to Y; Me is a transition metal; Q is halogen or hydrocarbon substituents; P is a counterion; i is 0 or 1; j is 1-3; jj is 0-2;k is 1-3; and 1 is 0-2.

HETEROCYCLIC METALLOCENES AND POLYMERIZATION CATALYSTS

A new class of heterocyclic metallocenes, a catalytic systems containing them and a process for polymerizing addition polymerizable monomers using said catalytic system are disclosed; the heterocyclic metallocenes correspond to formula (I): YjR"iZjj,MeQkP

METALLOCENE COMPOUND, PROCESS FOR PRODUCING METALLOCENE COMPOUND, OLEFIN POLYMERIZATION CATALYST, PROCESS FOR PRODUCING POLYOLEFIN, AND POLYOLEFIN

The metallocene compound according to the invention and the olefin polymerization catalyst containing the compound are intended to produce a catalyst capable of preparing an isotactic polymer with a high polymerization activity. The metallocene compound contains a substituted cyclopentadienyl group and a (substituted) fluorenyl group and has a structure wherein these groups are bridged by a hydrocarbon group or the like. The process for preparing a metallocene compound according to the invention is intended to selectively prepare a specific metallocene compound so as not to produce an isomer, and in this process an intermediate product is synthesized by a specific method. The process for preparing a polyolefin according to the invention is intended to prepare a polyolefin having excellent impact resistance and transparency, and this process comprises homopolymerizing an α-olefin of 3 to 8 carbon atoms or copolymerizing an olefin of 3 to 8 carbon atoms and another α-olefin in the presence of an olefin polymerization catalyst containing the above-mentioned metallocene compound.

Synthesis and properties of sterically congested cyclopentadienes and their transition metal complexes

The synthesis of 1,3-dialkyl substituted cyclopentadienes, C5H4RR', Cp'H (Va-g) (where R and R' are tert-butyl, iso-propyl, neo-pentyl, cyclohexyl, or 1-methylcyclohexyl) is reported.These are synthesized by the nucleophilic addition of methyl or hydride anions to the corresponding 2-alkyl-6,6-dialkylfulvenes (IIIa-f) followed by hydrolysis.These substituted 1,3-cyclopentadienes have been converted to organometallic derivatives such as 2, (M=Mo or W) and Cp'2Fe.The spectroscopic and electrochemical properties of selected complexes have been investigated to probe the steric and electronic properties of the substituted cyclopentadienyl ligands.