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Updated: Jun 5, 2026

Accessing Valuable Ligand Supports for Transition Metals: A Modified, Intermediate Scale Preparation of 1,2,3,4,5-Pentamethylcyclopentadiene
Published on: March 20, 2017
4,4-Dichloro-tricyclo-[5.4.0.0]undeca-7,9,11-triene
Abstract:
The title compound, C(11)H(10)Cl(2), is a useful inter-mediate for the synthesis of 1H-cyclo-propa[b]naphthalene. Strain in the mol-ecule is evidenced by the fact that the cyclo-hexane ring is essentially planar and nearly coplanar with the benzene ring [dihedral angle 1.87 (18)°], and the cyclo-propyl ring is almost perpendicular to the cyclo-hexane ring [dihedral angle 70.99 (12)°]. The mol-ecules are loosely connected into one-dimensional chains by inter-molecular Cl⋯Cl inter-actions with a distance of 3.571 (1) Å. The centroid-to-centroid distance between stacked benzene rings is ca 5.89 Å, indicating that no π-π stacking exists in the crystal structure.
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