Synthesis and spectral luminescent properties of certain pyridine and quinoline analogs of isomeric distyrylnaphthalenes and styryl- and distyrylanthracenes

✍ Scribed by E. M. Vernigor; M. V. Koz'menko; S. A. Lebedev; E. A. Luk'yanets; L. P. Savvina; V. K. Shalaev

• Publisher: Springer US
• Year: 1987
• Tongue: English
• Weight: 343 KB
• Volume: 23
• Category: Article
• ISSN: 0009-3122
• DOI: 10.1007/bf00486918

✦ Synopsis

Thus, by quaternization of pyridine and its 3-and 4-derivatives with l-bromo-and 4iodoadamantanes in the presence of a small quantity of water it is possible to obtain the corresponding adamantylpyridinium salts (see Tables 1 and2). Pyridine derivatives having substituents at the 2-position do not undergo a quaternization reaction with haloadamantanes.

EXPERIMENTAL

The reaction was conducted in sealed ampuls; PMR spectra were recorded on a Tesla BS-467 (60 MBz) spectrometer, with D20 and CF3COOH as solvents and TMS as external standard. l-Bromoadamantane [9] and l-iodoadamantane [i0] were obtained according to known methods.

l-(l-Adamantyl)pyridinium Iodide (IIlb). General Method. 0.01 mole of compound Ib in a tenfold excess of pyridine containing 0.2% water was heated for 4 h at 1800C. The reaction mixture was poured into ether, and the precipitate was filtered off and crystallized from a benzene-ethanol mixture.