Interannular Communication in the Radical Anions of Bis-cyclooctatetraene Systems

Autor:	Steven J. Peters, Richard C. Reiter, Cheryl D. Stevenson
Rok vydání:	2003
Předmět:	Reduced ring Diradical Chemistry Potassium Organic Chemistry chemistry.chemical_element Anion radicals Ring (chemistry) Biochemistry Medicinal chemistry Ion Cyclooctatetraene chemistry.chemical_compound Secondary side Physical and Theoretical Chemistry
Zdroj:	Organic Letters. 5:937-940
ISSN:	1523-7052 1523-7060
DOI:	10.1021/ol034120y
Popis:	[reaction: see text] The room-temperature potassium reduction of 1,2-bis-cyclooctatetraeneoxypropane yields two different regio-spin isomer anion radicals in equilibrium (COT-O-C(Me)HCH(2)CH(2)-O-COT(*)(-) = (*)(-)COT-O-C(Me)HCH(2)CH(2)-O-COT) that is shifted far to the right. The presence of the unreduced ring perturbs the spin density on the reduced ring. Addition of more electrons generates the diradical dianion ((*)(-)COT-O-C(Me)HCH(2)CH(2)-O-COT(*)(-)), and the anion radical on the secondary side splits the degeneracy of the psuedo-ortho protons of the anion radical on the primary side.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_dedup___::6583ec8e2f7f6aa60965a16af796eb36 https://doi.org/10.1021/ol034120y Zobrazit plný text záznamu