Most of the natural products isolated at present are heterocyclic compounds, so heterocyclic compounds occupy an important position in the research of organic chemistry. A compound: 92390-26-6, is researched, SMILESS is [Cl-][Ru+2]1234567(C8(C)=C4(C)[C-]5(C)C6(C)=C87C)[CH]9=[CH]1CC[CH]2=[CH]3CC9, Molecular C18H28ClRuJournal, Article, Chemistry – A European Journal called Ruthenium-catalyzed synthesis of alkylidenecyclobutenes via head-to-head dimerization of propargylic alcohols and cyclobutadiene-ruthenium intermediates, Author is Le Paih, Jacques; Derien, Sylvie; Demerseman, Bernard; Bruneau, Christian; Dixneuf, Pierre H.; Toupet, Loic; Dazinger, Georg; Kirchner, Karl, the main research direction is cyclobutene alkylidene regioselective preparation; alc propargylic regioselective dimerization carboxylic acid phenol ruthenium catalyst; ruthenium cyclobutene alkylidene complex preparation crystal mol structure DFT.Synthetic Route of C18H28ClRu.
The reaction of propargylic alcs. HCCC(OH)R1R2 [R1 = Me, R2 = Me, Et, Me2CHCH2; R1 = R2 = Et; R1R2 = (CH2)5] with carboxylic acids R3CO2H (R3 = Me, MeOCH2, H2C:CMe, Me3C, Ph, etc.) or phenols R4OH (R4 = 2-ClC6H4, 4-O2NC6H4, 4-MeC6H4, etc.) in the presence of the precatalyst [RuCl(cod)(C5Me5)] leads selectively to a variety of alkylidenecyclobutenes I (R5 = R3CO or R4) through head-to-head dimerization of propargylic alc. The first step is the formation of a cyclobutadiene-ruthenium intermediate resulting from the head-to-head coupling of two mols. of propargylic alc. On protonation with strong acids (HPF6, HBF4), dehydration of this cyclobutadiene complex takes place leading to formation of an alkylidenecyclobutenyl-ruthenium complex. The X-ray structure of one such complex, [RuCl(C5Me5)(η4-R6CCH-CH-C=CR72)] [R6 = cyclohexen-1-yl; R72 = (CH2)5] has been determined Carboxylate is added at the less substituted carbon of the cyclic allylic ligand. DFT/B3LYP calculations confirm that the intermediate arising from head-to-head coupling of alkyne to the RuClCp* species yields the cyclobutadiene-ruthenium complex more easily with propargylic alc. than with acetylene.
In addition to the literature in the link below, there is a lot of literature about this compound(Chloro(1,5-cyclooctadiene)(pentamethylcyclopentadienyl)ruthenium)Synthetic Route of C18H28ClRu, illustrating the importance and wide applicability of this compound(92390-26-6).
Reference:
Chapter 1 An introduction to palladium catalysis,
Palladium/carbon catalyst regeneration and mechanical application method