33895-44-2Relevant academic research and scientific papers
Conformational equilibria of 3-(cis-styryl)phenanthrene and some benzologues
Somers, J. B. M.,Laarhoven, W. H.
, p. 160 - 166 (2007/10/02)
An NMR investigation of cis and trans isomers of styrylphenanthrene and some benzologues was performed, in which Δtrans-cis values (δtrans-δcis), temperature dependence (ΔT) in CS2 and ASIS effects were determined.It was concluded that in the series styryl-phenanthrene (2), -benzophenanthrene (1), -dibenzotriphenylene (10), -hexahelicene (9) only 1 exists mainly as a cis-syn rotamer, whereas in the other compounds the cis-anti rotamer predominates in varying degrees.The introduction of an additional benzo group in 1 and 2 at the ring, containing the styryl substituent, which leads to the styryl-chrysene (11) and styryl- benzochrysene (12), shifts the conformational equilibrium to the cis-syn rotamer.The introduction of polar substituents at the para-position of 2- styrylbenzophenanthrene has only a small influence on the syn-anti equilibrium.The observed effects are discussed.
