Palladium-catalyzed domino coupling reactions of aryl halides with norbornene and norbornene derivatives — a simple route to polycyclic aromatic compounds

Strong Acidity of Some Polycyclic Aromatic Compounds Annulated to a Cyclopentadiene Moiety and Their Cyano Derivatives – A Density Functional B3LYP Study

“…Their salts might thus provide new superconductive materials and/or other polymeric systems with novel properties. [66,67] It is important to mention that the parent hydrocarbons 1a, [35][36][37][38] 2a, [39,40] 3a [41] and 4a [42,43] have already been synthetized in laboratories.…”

“…It will turn out that the latter exerts a dramatic change in acidity leading to some extremal values in the gas phase and in DMSO. It is gratifying and very important to stress that the chemistry of the cyano group is well known, [32][33][34] and that the parent cyclopentadiene-annulated polycyclic aromatic hydrocarbons 1a, [35][36][37][38] 2a, [39,40] 3a [41] and 4a [42,43] have already been prepared and are known in the literature. Scheme 1.…”

Divergent Strategies for the π-Extension of Heteroaryl Halides Using Norbornadiene as an Acetylene Synthon

“…This diheteroarylation approach is complementary to diarylation of NBD with aryl halides and aryl boron reagents . In contrast, the formation of the palladacycle led to highly regioselective 2:1 annulation of heteroarenes and NBD (Figure C), which contrasts with similar transformations of six-membered haloarenes . Furthermore, the resulting functionalized NBEs underwent rDA reactions to afford cis - and trans -diheteroaryl ethylenes and polycyclic heteroaromatic systems.…”

Triarylation of η6-dihydronaphthalene-Cr(CO)3complexes

“…6 When dihydronaphthalene tricarbonylchromium(0) complexes are subjected to Heck reactions under 'Jeffery' conditions, neither branched nor linear mono-adducts are formed, but rather a third pathway asserts itself and a triarylation of the alkene occurs to give compounds 5 and 7-9 (Schemes 1 and 2). Triarylations of this general nature have been described almost exclusively for norbonene derived systems, 7,8 which possess a strained olefinic bond and which are less sterically exacting than the dihydronaphthalenes due to their rigid geometry. Earlier, for these systems also a bisarylation had been observed.…”