Synthesis, Characterization, and Coordination Chemistry of the 2-Azaphenalenyl Radical
The 2-azaphenalenyl radical 2 has been synthesized and characterized by ESR spectroscopy. Variable-temperature ESR measurements were carried out on both the phenalenyl (1) and the 2-azaphenalenyl (2) radicals. The phenalenyl radical 1 has the known propensity to dimerize at temperatures below 20 °C,...
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Published in | Journal of the American Chemical Society Vol. 125; no. 19; pp. 5786 - 5791 |
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Main Authors | , , , |
Format | Journal Article |
Language | English |
Published |
WASHINGTON
American Chemical Society
14.05.2003
Amer Chemical Soc |
Subjects | |
Online Access | Get full text |
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Summary: | The 2-azaphenalenyl radical 2 has been synthesized and characterized by ESR spectroscopy. Variable-temperature ESR measurements were carried out on both the phenalenyl (1) and the 2-azaphenalenyl (2) radicals. The phenalenyl radical 1 has the known propensity to dimerize at temperatures below 20 °C, but unexpectedly less so than originally reported. The first experimental measurement of bond dissociation enthalpy for the dimerization of the phenalenyl radical 1 was obtained in CCl4 (11.34 ± 0.11 kcal/mol) and toluene (9.8 ± 0.7 kcal/mol). The 2-azaphenalenyl radical 2 does not show a propensity to dimerize over the measurable temperature range (220−330 K), but does so in the presence of Cu(hfac)2 (hfac = hexafluoroacetylacetonate). The latter complex was characterized by X-ray crystallography. |
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Bibliography: | ark:/67375/TPS-ZGV38128-B istex:F35C198A055A9A7AE19E1D23D164CA166C42E6C2 ObjectType-Article-1 SourceType-Scholarly Journals-1 ObjectType-Feature-2 content type line 23 |
ISSN: | 0002-7863 1520-5126 |
DOI: | 10.1021/ja029236o |