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1,2,3,4,5-Pentakis(4-butylphenyl)-1,3-cyclopentadiene is an organochemical compound from the diene group and a cyclopentadiene derivative. The anion of this compound is used as a sterically demanding ligand, often abbreviated as Cp [BIG] , in the organometallic chemistry of sandwich compounds .
NiCl 2 + 2 NaC 5 H 5 → Ni(C 5 H 5) 2 + 2 NaCl Organometallic complexes that include both the cyclopentadienyl anion and cyclopentadiene itself are known, one example of which is the rhodocene derivative produced from the rhodocene monomer in protic solvents .
Typical examples of this type of complex are group 14 metal complexes such as CpSiMe 3. An example of both is (Cp 2 Fe(CO) 2). It is probable that η 1-Cp complexes are intermediates in the formation of η 5-Cp complexes. Still rarer, the Cp unit can bond to the metal via three carbons. In these η 3-Cp complexes, the bonding resembles that in ...
1,4-Pentadiene can be prepared from 1,5-pentadiol via the diacetate. [6] 1,3-Pentadiene, like 1,3-butadiene, undergoes a variety of cycloaddition reactions. For example, it forms a sulfolene upon treatment with sulfur dioxide. [7]
In organometallic chemistry, (diene)iron tricarbonyl describes a diverse family of related coordination complexes consisting of a diene ligand coordinated to a Fe(CO) 3 center. Often the diene is conjugated, e.g., butadiene , but the family includes nonconjugated dienes as well.
The central ring can serve as a diene in Diels–Alder reactions with various dienophiles. For example, reaction with benzyne leads to 1,2,3,4-tetraphenylnaphthalene and reaction with diphenylacetylene leads to hexaphenylbenzene. [5] In this way, it is a precursor to graphene-like molecules, [6] such as coronene.
[3] These correlation diagrams indicate that only a conrotatory ring opening of 3,4-dimethylcyclobutene is symmetry allowed whereas only a disrotatory ring opening of 5,6-dimethylcyclohexa-1,3-diene is symmetry allowed. This is because only in these cases would maximum orbital overlap occur in the transition state. Also, the formed product ...
In this process, an aldehyde-substituted 1,5-diene is used, allowing "iminium catalysis" to be achieved using a hydrazide catalyst and moderate levels of enantioselectivity (up to 47% ee) to be achieved. [7] A number of enzymes catalyze the Cope rearrangement, although its occurrence is rare in nature. [8] [9]