The subtle balance of weak supramolecular interactions: The hierarchy of halogen and hydrogen bonds in haloanilinium and halopyridinium salts

• Kari Raatikainen,
• Massimo Cametti and
• Kari Rissanen

Beilstein J. Org. Chem. 2010, 6, No. 4, doi:10.3762/bjoc.6.4

• nucleophilic substitution reaction of 3-iodopyridine with (chloromethyl)benzene (the synthesic details will be reported elsewhere). Slow evaporation of a moist ethanol solution gave an X-ray-quality crystal of 9. The asymmetric unit contains two molecules of N-benzyl-3-iodopyridinium chloride, a water molecule

New modification of the Perkow reaction: halocarboxylate anions as leaving groups in 3-acyloxyquinoline- 2,4(1H,3H)-dione compounds

• Oldřich Paleta,
• Karel Pomeisl,
• Stanislav Kafka,
• Antonín Klásek and
• Vladislav Kubelka

Beilstein J. Org. Chem. 2005, 1, No. 17, doi:10.1186/1860-5397-1-17

• out[3] (product 2) via the intramolecular Wittig synthesis using a bromoacetyl derivative of the starting 3-hydroxyquinolinediones (1, Scheme 1). Unlike haloalkanes and halocycloalkanes that undergo nucleophilic substitution reaction with trialkyl phosphites to afford the corresponding phosphonates