Synthesis and structure of some group VII 1,2-diacyl cyclopentadiene complexes and their pyridazine derivatives |
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| Authors: | Nathan C. Tice Chad A. Snyder Andrew Z. Preston Marika B. Wieliczko Jason O. E. Young Daniel F. Hinson |
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| Affiliation: | (1) Department of Chemistry, Butler University, 4600 Sunset Avenue, Indianapolis, IN 46208, USA;(2) Department of Chemistry, Western Kentucky University, 1906 College Heights Blvd., Bowling Green, KY 42101, USA;(3) Department of Chemistry, Purdue University, 560 Oval Drive, West Lafayette, IN 47907, USA;(4) Department of Chemistry, Emory University, Atwood Hall, 1515 Dickey Drive, Atlanta, GA 30322, USA |
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| Abstract: | A series of 1,2-diacyl cyclopentadienyl tricarbonyl manganese and rhenium complexes, [M(CO)3{η5-1,2-C5H3(CO-(R)2}] (3a–c and 4a–b), were isolated utilizing a straightforward, 3-step route. The synthetic pathway began with a 1,2-diacyl cyclopentadiene (fulvene), followed by the formation of its corresponding thallium salt and transmetallation with the appropriate pentacarbonyl metal bromide. X-ray crystallographic analysis and high-accuracy mass spectrometry confirmed the structures of the both the 4-methoxyphenyl and 4-chlorophenyl diacyl rhenium complexes, [Re(CO)3{η5-1,2-C5H3(CO-(4-OCH3)C6H4)2}] (4a) and [Re(CO)3{η5-1,2-C5H3(CO-(4-Cl)C6H4)2}] (4b). Diacyl complexes 3a–c and 4a–b were then ring-closed with hydrazine hydrate to form their corresponding pyridazine complexes, [M(CO)3{η5-1,2-C5H3(1,4-(R)2N2C2}] (5a–c and 6a–b), in good yields (60–83%). The pyridazyl ligands were found to be relatively labile, and recrystallization of the target complexes 5a–c and 6a–b afforded only the free pyridazine ligands. |
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