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The chromium-benzyne ion Cr+-C H4 was generated in the gas phase by electron-impacbinduced loss of 5 CO from (~6-1,2-dioxocyclobuta~nzene)tricarbonylchromium(O). The gas-phase reactions of the Cr+-C& ions with methanol, ammonia, several alkanes, alkadienes, and aromatic species were studied by Fourier transform ion cyclotron resonance spectrometry (FT-ICR) using an external ion source. The results show that the bimolecular reactivity of the Cr+-C6H4 cations is determined by the C6H4 ligand, exhibiting the high reactivity of benzyne. No reactions due to a primary reaction at Cr+ are discovered. In moet of the reactions, the main product observed for the bimolecular reaction is Cr+ released from the complex by the great exothermicity of the d o n at the C$i, ligand. However, in the a s e of lees exothermic reactions and if the excess energy is removed from the reaction complex by “evaporati@ a neutral leaving group, Cr+ complexes are observed whose ligands arise from addition reactions of the reactants to C$4. This is the case for cycloadditions of benzene-d8 and naphthalene-d8 to Cr+-C6H4, where the adducts shll containing Cr+ as well as ions formed by loas of acetylene-d2 from the adducts are observed. Thus, in the family of transition-metal-cation-benzyne complexes, the cation is extraordinary in exhibiting reactivity exclusively at the benzyne ligand.

Bimolecular reactions of the chromium-benzyne ion Cr+C6H4 in the gas phase. An FT-ICR study