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-] tetradentate bis(Schiff base) ligands. "salen" itself is often used to indicate a member of this class, that which is derived from ethylenediamine. However, for ease of nomenclature in the remainder of this article the term salen will also be used to describe the general class of bis(salicylaldimine) ligands and their complexes.
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EDA is known to thermally add to ethylenic linkages to form five-membered pyrazoline carboxylic esters via 1,3-dipolar cycloadditions. (See: Drake, N. L.; Sweeney, T. R. J. Org. Chem. 1948, 11, 67-74.1,3-Dipolar Cycloaddition Chemistry; Padwa, A., Ed.; Wiley: New York, 1984; Vol. 1.) At higher temperatures, these pyrazoline rings lose nitrogen to form cyclopropanes. The high yields of some of the thermal background reactions could be attributed to this process (Table 2, entries 1 and 2). The different yields of the thermal background reactions could be explained by the different boiling points of the solvents used under reflux conditions (Table 2).
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Wiley: New York
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EDA is known to thermally add to ethylenic linkages to form five-membered pyrazoline carboxylic esters via 1,3-dipolar cycloadditions. (See: Drake, N. L.; Sweeney, T. R. J. Org. Chem. 1948, 11, 67-74.1,3-Dipolar Cycloaddition Chemistry; Padwa, A., Ed.; Wiley: New York, 1984; Vol. 1.) At higher temperatures, these pyrazoline rings lose nitrogen to form cyclopropanes. The high yields of some of the thermal background reactions could be attributed to this process (Table 2, entries 1 and 2). The different yields of the thermal background reactions could be explained by the different boiling points of the solvents used under reflux conditions (Table 2).
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However, for catalyst 3d consistent, reproducible results could only be obtained under nitrogen.
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