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Thermal and Electron Transfer Induced Reactions of Enediynes and Enyne‐Allenes, 5 . First Isolation of Two Rotamers About the PC Bond in a Phosphane Oxide
Author(s) -
Schmittel Michael,
Kiau Susanne
Publication year - 1997
Publication title -
liebigs annalen
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 0947-3440
DOI - 10.1002/jlac.199719970415
Subject(s) - conformational isomerism , chemistry , allene , double bond , enyne , fluorene , matrix isolation , photochemistry , stereochemistry , organic chemistry , molecule , catalysis , polymer
The thermal cyclization of the phosphane oxide substituted enyne‐allene 1d results in the formation of 4d , an unknown double‐bond shift isomer of the 11 H ‐benzo[ b ]fluorene system. Because of the completely hindered rotation about the PC bond, two rotamers could be isolated and identified on the basis of their spectral data. No thermal interconversion between the two rotamers was observed.