The synthesis and study of a cyclic (alkyl)(amido)carbene is described. The carbene was found to undergo C-H insertion at low temperatures, formed cyclopropenes upon exposure to alkynes, and facilitated desulfurization reactions. Spectroscopic studies revealed that the carbene is strongly π-accepting but retains a complimentary degree of σ-donating properties.
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Synthesis, crystal structure determination, and spectroscopic analyses of 1-chloro-2-(2,6-diisopropylphenyl)-4,4-dimethyl-2-azaspiro[5.5]undecane-3,5-dione: an unyielding precursor to a cyclic (alkyl)(amido)carbene.
Acta Crystallogr C Struct Chem
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Department of Chemistry and Biochemistry, Texas State University, 601 University Drive, San Marcos, TX 78666, USA.
The synthesis, single-crystal X-ray structure, and H and C NMR spectrocopic analyses of an unyielding precursor molecule to a cyclic (alkyl)(amido)carbene, 1-chloro-2-(2,6-diisopropylphenyl)-4,4-dimethyl-2-azaspiro[5.5]undecane-3,5-dione, CHClNO (1), is reported. Despite the use of several bases, 1 could not be deprotonated to afford the corresponding carbene.
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Center for Multidimensional Carbon Materials (CMCM), Institute for Basic Science (IBS), Ulsan National Institute of Science and Technology (UNIST), Ulsan 44919, Republic of Korea. and Department of Chemistry and Department of Energy Engineering, Ulsan National Institute of Science and Technology (UNIST), Ulsan 44919, Republic of Korea.
The synthesis and study of a cyclic (alkyl)(amido)carbene is described. The carbene was found to undergo C-H insertion at low temperatures, formed cyclopropenes upon exposure to alkynes, and facilitated desulfurization reactions. Spectroscopic studies revealed that the carbene is strongly π-accepting but retains a complimentary degree of σ-donating properties.
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