Highly Soluble Cyclic Organoalanes Based on Anionic Dicarbenes.

Cyclic organoalane compounds [(ADC )AlH ] (ADC = ArC{(DippN)C} ; Dipp = 2,6-iPr C H ; Ar = Ph or 4-PhC H (Bp)) based on anionic dicarbene (ADC) frameworks have been reported as crystalline solids. Treatments of Li(ADC ) with LiAlH at room temperature afford [(ADC )AlH ] with the concomitant release of LiH. Compounds [(ADC )AlH ] are stable crystalline solids and are freely soluble in common organic solvents. They are annulated tricyclic compounds with an almost planar central C Al -core embedded between two peripheral 1,3-imidazole (C N ) rings. At room temperature, [(ADC )AlH ] readily reacts with CO to form two- and four-fold hydroalumination products [(ADC )AlH(OCHO)] and [(ADC )Al(OCHO) ] , respectively. Further hydroalumination reactivity of [(ADC )AlH ] has been shown with isocyanate (RNCO) and isothiocyanate (RNCS) species (R=alkyl or aryl group). All compounds have been characterized by NMR spectroscopy, mass spectrometry, and single-crystal X-ray diffraction.