A halogen-bonding-catalyzed Michael addition reaction† †Electronic supplementary information (ESI) available. See DOI: 10.1039/c7cc07175b
نویسندگان
چکیده
Only a few studies on the use of halogen bonding in catalysis have been published so far. Herein, (benz)imidazolium-based halogen bond donors are used as catalysts in a Michael addition reaction. The most potent catalyst, a rigid atropisomer featuring two iodobenzimidazolium moieties, provided a rate acceleration versus a reference compound of ca. 50.
منابع مشابه
Asymmetric synthesis of cyclopentanes bearing four contiguous stereocenters via an NHC-catalyzed Michael/Michael/esterification domino reaction† †Electronic supplementary information (ESI) available: Experimental procedures and characterization date (NMR, IR, MS, HPLC). CCDC 1437686. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c5cc09581f Click here for additional data file. Click here for additional data file.
An NHC-catalyzed Michael/Michael/esterification domino reaction via homoenolate/enolate intermediates for the asymmetric synthesis of tetrasubstituted cyclopentanes bearing four contiguous stereocenters is described. A variety of α,β-unsaturated aldehydes and 2-nitroallylic acetates react well with good domino yields and high stereoselectivities.
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Regio- and stereoselective synthesis of benzothiazolo-pyrimidinones via an NHC-catalyzed Mannich/lactamization domino reaction† †Electronic supplementary information (ESI) available. CCDC 1029497. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c4cc08594a
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Hydrogen bonding vs. halogen bonding: the solvent decides† †Electronic supplementary information (ESI) available: Full details of all experimental procedures and analysis of NMR spectroscopic data, powder X-ray data and single-crystal X-ray diffraction data. CCDC 1478819 and 1478820, for compounds 2b·3 and 2c·3 contain the supplementary crystallographic data for this paper. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c7sc01801k Click here for additional data file. Click here for additional data file.
Department of Chemistry, University of She E-mail: [email protected] Department of Chemistry, University of Y E-mail: [email protected] Department of Chemistry, University of Ca 1EW, UK. E-mail: [email protected] † Electronic supplementary information experimental procedures and analysis of data and single-crystal X-ray diffraction compounds 2b$3 and 2c$3 contain the s this paper....
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عنوان ژورنال:
دوره 53 شماره
صفحات -
تاریخ انتشار 2017