Accession Number:

ADA214606

Title:

Structure of a Cage Dimer (I) and a Dimer Ketone (II) Formed via Thermal Reaction of Ethyl 3-Phenyl-2-Norbornadienecarboxylate with Pentacarbonyliron

Descriptive Note:

Journal article

Corporate Author:

NAVAL RESEARCH LAB WASHINGTON DC LAB FOR THE STRUCTURE OF MATTER

Report Date:

1989-01-01

Pagination or Media Count:

6.0

Abstract:

The structures of diethyl 1,14-diphenylheptacyclo6.6.0.02,6.03, 13.04,11.05,9.010,14-tetradecane-2,10-dicarboxylateIand of diethyl 9-oxo-2Beta, 7Beta-diphenyl-1Beta,2,3,4Beta, 4ab, 4bBeta,5Alpha-6,7, 8Alpha, 8aBeta, 9aAlpha-dodecahydro-1,45,8-dimethanofluorene-3Beta, 6Beta-dicarboxylateII 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.

Subject Categories:

  • Organic Chemistry

Distribution Statement:

APPROVED FOR PUBLIC RELEASE