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Chemical Compound Review

Tropiliden     cyclohepta-1,3,5-triene

Synonyms: Tropyliden, Tropilidene, Tropilidine, ACMC-1ALO0, C99205_ALDRICH, ...
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High impact information on Tropilidine

  • Novel metal-free hydrogenation of the carbon-carbon double bond in azulenoid enones by use of cycloheptatriene and protic acid [1].
  • Oxidative addition of the sulfur-sulfur bond of 2,2'-pyridine disulfide (C(5)H(4)NS-SC(5)H(4)N) with L(3)W(CO)(3) [L = pyridine, (1)/(3)CHPT; CHPT = cycloheptatriene] in methylene chloride solution yields the seven-coordinate W(II) thiolate complex W(eta(2)-mp)(2)(CO)(3) (mp = monoanion of 2-mercaptopyridine) [2].
  • Ab initio calculations are in agreement with these experimental values if the 1,2-dihydrotropylium tautomer, [CHT + H((1))](+), generated by protonation of CHT at C-1, is assumed to be the conjugate acid, resulting in PA(CHT) = 825 +/- 2 kJ mol(-1) and deltaH(f)(0)(300)([CHT + H((1))](+)) = 892 +/- 2 kJ mol(-1) [3].

Biological context of Tropilidine


Associations of Tropilidine with other chemical compounds

  • However, the calculations indicate that protonation of cycloheptatriene at C-2 gives rise to transannular C-C bond formation, generating protonated norcaradiene [NCD + H](+), a valence tautomer being 19 kJ mol(-1) more stable than [CHT + H((1))](+) [3].


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