Carbon-13 NMR analysis of cyclobutane dimers from benzocycloalkenes

Autor: T. K. Dobbs, Edmund J. Eisenbraun, P. H. Ruehle, C. E. Browne
Rok vydání: 1979
Předmět:
Zdroj: Organic Magnetic Resonance. 12:553-556
ISSN: 1097-458X
0030-4921
DOI: 10.1002/mrc.1270121002
Popis: 13C NMR Spectra for a series of 11 substituted cyclobutanes derived from photodimerization of benzocycloalkenes were recorded. Comparison of the carbon chemical shifts for the head-to-head and head-to-tail cis-syn-cis and cis-anti-cis isomers reveals shielding trends which should facilitate structural and stereochemical assignments for related compounds. The head-to-head isomers show a larger separation of cyclobutane carbon resonances than the head-to-tail isomers. The cis-syn-cis isomers relative to the cis-anti-cis isomers exhibit distinctive upfield shifts of all carbon resonances, except those of aromatic carbons ortho to alkyl-substituted aromatic carbons.
Databáze: OpenAIRE