without changing your settings we'll assume you are happy to receive all RSC cookies.
You can change your cookie settings by navigating to our Privacy and Cookies page and following the instructions. These instructions
are also obtainable from the privacy link at the bottom of any RSC page.
A reinvestigation of Pd-catalysed alkyne (R′–CCH; R′ = H, Ph) insertion chemistry involving R3SnSnR3 (3a: R = Me; 3b: R = n-Bu) was undertaken. Model distannyl ethylenes 4a–b (Me3SnCHCR′SnMe3) and 5a–b ((n-Bu)3SnCHCR′Sn(n-Bu)3) were reproduced and further characterized by NMR (119Sn, 13C, 1H) and UV-Vis spectroscopy. In the presence of an excess of phenylacetylene, dimerization–carbostannylation of compound 4b yielded the new conjugated butadiene, (Z,Z)-1,4-bis(trimethylstannyl)-1,4-diphenyl-buta-1,3-diene (9). An X-ray structure determination of 9 reveals a symmetrical double-bond Z confirmation. Compound 9 was further characterized by NMR, UV-Vis spectroscopy, and MS. A DFT analysis of model compounds (4a–b, 5a–b, 9) and the experimental and theoretical λmax values from the UV-Vis spectra were also compared. Acetylene and phenylacetylene Pd-catalysed insertion into the backbone of poly[di-(n-butyl)]stannane 12 resulted in new, modest molecular weight, partially inserted alkene tin polymers (13a–b) that were also characterized by GPC, NMR, UV-Vis spectroscopy and elemental analysis.
Fetching data from CrossRef. This may take some time to load.