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Open Access Green möglich sobald Postprint bei der ZB eingereicht worden ist.
Synthesis, structural characterization and photoisomerization of cyclic stilbenes.
Tetrahedron 68, 4048-4056 (2012)
Six cyclic stilbene derivatives with hindered free rotation around the C(vinyl) C(phenyl) single bond were synthesized by McMurry coupling. The torsion angles around the double and the single bond, and the C=C bond length were obtained for many of the compounds from their solid-state structures. The photochemical isomerization was subsequently investigated for all derivatives under various conditions. The parent 1-(1-tetralinylidene)tetralin underwent efficient oxidative electrocyclization. The 2,2,2',2'-tetramethylated analogue was resistant towards photooxidation, however, its cis-isomer thermally re-isomerized to the more stable trans-isomer.
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Publikationstyp
Artikel: Journalartikel
Dokumenttyp
Wissenschaftlicher Artikel
Schlagwörter
Mcmurry Coupling ; Stilbene ; Photochemistry ; Photoisomerization ; Dihydrophenanthrene; LOW-VALENT TITANIUM; STERICALLY-HINDERED OLEFINS; CIS-TRANS ISOMERIZATION; MOLECULAR-STRUCTURE; CRYSTAL-STRUCTURE; CONFORMATIONAL-ANALYSIS; COUPLING REACTIONS; STIFF-STILBENES; BOND TORSION; GAS-PHASE
ISSN (print) / ISBN
0040-4020
e-ISSN
1464-5416
Zeitschrift
Tetrahedron
Quellenangaben
Band: 68,
Heft: 21,
Seiten: 4048-4056
Verlag
Elsevier
Nichtpatentliteratur
Publikationen
Begutachtungsstatus
Peer reviewed
Institut(e)
PPM-MEX-Molecular EXposomics (MEX)