Structure of a Cage Dimer (I) and a Dimer Ketone (II) Formed via Thermal Reaction of Ethyl 3-Phenyl-2-Norbornadienecarboxylate with Pentacarbonyliron
Abstract
The structures of diethyl 1,14-diphenylheptacyclo(6.6.0.0(2,6).0(3, 13).0(4,11).0(5,9).0(10,14)-tetradecane-2,10-dicarboxylate(I)and of diethyl 9-oxo-2(Beta), 7(Beta)-diphenyl-1(Beta),2,3,4(Beta), 4a(b), 4b(Beta),5(Alpha)-6,7, 8(Alpha), 8a(Beta), 9a(Alpha)-dodecahydro-1,4:5,8-dimethanofluorene-3(Beta), 6(Beta)-dicarboxylate(II) have been determined by single crystal X-ray structural analysis. In (I) the cyclotetradecane cage formation occurred such that the two phenyl groups are on adjacent C atoms and all the substituents are cis with respect to one another (C-C-C-C torsion angles are -1.7 and 1.6 deg for the phenyl-ethoxycarbonyl neighbors and -26.9 degs. for the phenyl-phenyl system). In (II) the phenyl groups are cis with respect to their adjacent ethoxycarbonyl neighbors (C-C-C-C torsions are -4.6 and -7.1) but are on opposite sides of the fused ring system. Keywords: Norbornadienes, Stereochemistry, Dimers, Ferrocenes, Iron oxides, Iron renta carbonyl, Cyclodimerization, Substituted heptacyclotetradecanes, Coupling interaction, Reprints.
Document Details
- Document Type
- Technical Report
- Publication Date
- Jan 01, 1989
- Accession Number
- ADA214606
Entities
People
- Alan P. Marchand
- Clifford George
- Judith L. Flippen-anderson
- Paritosh R. Dave
- Richard Gilardi
Organizations
- United States Naval Research Laboratory