Homolytic Aromatic Substitution by Iminyl Radicals. Photolysis of Aromatic KetoneO-Acyloximes in Aromatic Solvents

Photolysis of Aromatic Ethers

H e i n z P e t e r S c h u c h m a n n a n d C l e m e n s v o n S o n n t a g * Institut für Strahlenchemie im Max-Planck-Institut für Kohlenforschung, Stiftstraße 34-36, D-4330 Mülheim a. d. Ruhr Dedicated, to Professer Oskar E. Polansky on the occasion of his 60th anniversary Z. Naturforsch. 84b, 1002-1009 (1979); received February 23, 1979 !H NMR, Photo-CIDNP, Photolysis of Aryl Ethers, Ke...

Modern Nucleophilic Aromatic Substitution

Effects of aromatic solvents on acoustic reflexes

Chronic exposure to toluene (Tol) can impair the central nervous system (Yamanouchi et al. 1995; Greenberg 1997). Tol shares many effects with nervous system depressant compounds such as anesthetics (Evans & Balster 1991). In the past, the neuroactivity of anesthetics and related compounds was thought to be attributed to their ability to perturb the plasma membrane (Engelke et al. 1992). Today,...

Nickel(0)/NaHMDS adduct-mediated intramolecular alkylation of unactivated arenes via a homolytic aromatic substitution mechanism.

A variety of polycycles can be synthesized via an intramolecular alkylation cyclization promoted by Ni(PPh(3))(4) and NaHMDS. Mechanistic investigations support the catalytic nature of Ni(0) in the course of TEMPO scavenging experiments and its association with the substrate and NaHMDS to form an adduct by DOSY NMR.

Preparation of phenanthrenes from ortho-amino-biphenyls and alkynes via base-promoted homolytic aromatic substitution.

A transition-metal-free phenanthrene synthesis starting from readily accessible ortho-amino-biaryls is presented. The biarylamines are in situ transformed into the corresponding diazonium salts which upon single electron reduction give the corresponding aryl radicals. Addition to an alkyne and subsequent base promoted homolytic aromatic substitution (BHAS) provide phenanthrenes in moderate to g...