35160-98-6Relevant academic research and scientific papers
Expeditious synthesis of helicenes using an improved protocol of photocyclodehydrogenation of stilbenes
Talele, Harish R.,Chaudhary, Anju R.,Patel, Parthiv R.,Bedekar, Ashutosh V.
, p. 15 - 37 (2011/06/19)
An improved procedure has been developed for photodehydrocyclization of stilbenes for the synthesis of phenanthrenes and helicenes. This procedure involves the use of THF as a scavenger of hydriodic acid produced during iodine mediated photodehydrocyclization. The use of THF is advantageous due to its higher boiling point, lower cost and easy availability as compared to propylene oxide. The method is applied to synthesize a number of phenanthrenes and helicenes. ARKAT-USA, Inc.
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.
