PUB - Publikationen an der Universität Bielefeld

Herein, reactivity studies of a cyclic bis-hydridostannylene [(ADC)SnH]2 (1-H2) (ADC = PhC{(NDipp)C}2; Dipp = 2,6-iPr2C6H3) with various unsaturated organic substrates are reported. Reactions of terminal alkynes (RC=CH) with 1-H2 afford mixed acetylide-vinyl-functionalized bis-stannylenes via dehydrogenation and hydro-stannylation. Treatment of 1-H2 with PhC=CCH3 gives a unique distannabarrelene via dehydrogenative C(sp3)-H stannylation and hydrostannylation of the C=CCH3 moiety. 1-H2 undergoes dehydro-genative [2+2]-cycloaddition reactions with diphenylacetylene, azobenzene, acetone, benzophenone, and benzaldehyde to form the 1,4-distannabarrelene derivatives. The elimination of H2 in these reactions suggests the masked-diradical property of 1-H2. In fact, these [2+2]-cycloaddition products are also accessible on treatments of the Sn(I) diradicaloid [(ADC)Sn]2 (1) with appropriate reagents. All compounds have been characterized by multinuclear NMR spectroscopy and single crystal X-ray diffraction. Moreover, the catalytic activity of 1-H2 has been shown for the hydroboration of unsaturated substrates. © 2024 Wiley-VCH GmbH.