Decomposition of Ethoxyethynyl(trimethyl)tin - Studied by ¹¹⁹Sn and ¹³C NMR Spectroscopy

Abstract

A lkynes, Ketenes, Tin, NMR DataThe thermally induced decomposition o f ethoxyethynyl(trimethyl)tin (1) was studied by ll9Sn NM R which revealed the formation o f bis(trimethylstannyl) ketene (2) as the major product, bis(trimethylstannyl) acetic acid ethyl ester (3) as a minor product, and a small amount o f tetramethyltin (4). Full NM R data sets, including coupling constants and isotope induced chemical shifts 1 _ \ 12 13C( 1 l9Sn) are provided for 1 -3 . The first example o f ultra-high resolution " 9Sn NM R is shown.

The Ruthenostannylene Complex [Cp*(IXy)H2Ru‐Sn‐Trip]: Providing Access to Unusual Ru‐Sn Bonded Stanna‐imine, Stannene, and Ketenylstannyl Complexes

“…Furthermore, the 13 C NMR resonances of the ketenyl group, namely 179.7 (CH C O) and 60.9 ppm ( C HCO), are similar to those of Me 3 SiC(H)CO 10. Trimethylstannylketene, Me 3 SnC(H)CO, has been proposed as an intermediate in the thermal decomposition of ethoxyethynyl(trimethyl)tin (Me 3 SnCCOEt) to bis(trimethylstannyl)ketene, (Me 3 Sn) 2 CCO, but its thermal instability precludes its isolation 10b,c. The 13 C resonances of the ketenyl group in (Me 3 Sn) 2 CCO of 161.7 (C C O) and −15.4 ppm ( C CO) are much more upfield compared to those of 4 , which is presumably due to the presence of two electron‐rich stannyl groups.…”