title: Photochemical synthesis and properties of 1,6- and  1,8-naphthalenophanes.
abstract: Various 1,6- and 1,8-naphthalenophanes were synthesized by using the Photo-Dehydro-Diels-Alder (PDDA) reaction of bis-ynones. These compounds are easily accessible from ω-(3-iodophenyl)carboxylic acids in three steps. The obtained naphthalenophanes are axially chiral and the activation barrier for the atropisomerization could be determined in some cases by means of dynamic NMR (DNMR) and/or dynamic HPLC (DHPLC) experiments.
authors: Institut für Chemie, Universität Potsdam, Germany. wessig@uni-potsdam.de
authors: Pablo
authors: P
authors: Wessig
authors: Annika
authors: A
authors: Matthes
mesh_terms: D003500:Cyclization; D061565:Cycloaddition Reaction; D007463:Iodobenzoates / Q000737:chemistry; D009281:Naphthalenes / Q000138:chemical synthesis* / Q000737:chemistry; D055668:Photochemical Processes; D011422:Propionates / Q000737:chemistry; D013237:Stereoisomerism
chemical_list: D007463:Iodobenzoates; D009281:Naphthalenes; D011422:Propionates; C038262:3-iodobenzoic acid