Adduct of NacNacAl with Benzophenone and Its Coupling Chemistry. Issue 1 (12th November 2019)

• Record Type: Journal Article
• Authors: Dmitrienko, Anton; Britten, James F.; Spasyuk, Denis; Nikonov, Georgii I.
• Is Part Of: Chemistry. Volume 26:Issue 1(2019)
• Page Start: 206
• Page End: 211
• Publication Date: 2019-11-12
• Subjects: aluminum -- C−N cleavage -- main group elements -- multiple bonds -- reductive coupling; Chemistry -- Periodicals; 540
• DOI: 10.1002/chem.201903719
• Languages: English
• ISSNs: 0947-6539

Abstract

Abstract: Reaction of NacNacAl (NacNac=[DippNC(Me)CHC(Me)NDipp] − ) with one equivalent of benzophenone affords a ketylate species NacNacAl(η 2 (C, O)‐OCPh2 ) that undergoes easy cyclization reactions with unsaturated substrates. The scope of substrates included benzophenone, aldimine (PhNC(Ph)H), quinoline, phenyl nitrile, trimethylsilyl azide, and a saturated cyclic thiourea. The latter substrate reacted by an unusual C−N cleavage that left the C=S functionality intact. The new products were characterized by NMR spectroscopy and X‐ray diffraction analysis. Abstract : Diketiminate complexes of aluminum : An adduct of NacNacAl (NacNac= [DippNC(Me)CHC(Me)NDipp] − ) with benzophenone is thermally stable but chemically reactive towards substrates with polar multiple bonds. The resulting coupling products were isolated and characterized by NMR spectroscopy and X‐ray diffraction analysis.