Striking reactivity of ylide-like germylene toward terminal alkynes: [4+2] cycloaddition versus C-H bond activation.
The isolable ylide-like N-heterocyclic germylene LGe: (2) {L = CH[(C=CH(2))CMe][N(aryl)](2), aryl = 2,6-(i)Pr(2)C(6)H(3)} shows an unprecedented dual reactivity toward terminal alkynes: its reaction with acetylene leads via [4+2] cycloaddition to the novel intramolecular donor stabilised germylene 3, while conversion of phenylacetylene furnishes the analogous cycloadduct 4 along with a C-H bond activation product, the novel N-donor stabilised alkynyl germylene 5.
Yao
Shenglai
S
Technische Universität Berlin, Institute of Chemistry: Metalorganics and Inorganic Materials, Sekr. C2, Strasse des 17. Juni 135, Berlin, Germany.
van Wüllen
Christoph
C
Driess
Matthias
M
D000480:Alkynes / Q000138:chemical synthesis* / Q000737:chemistry; D003198:Computer Simulation; D018360:Crystallography, X-Ray; D003500:Cyclization; D005857:Germanium / Q000737:chemistry*; D008024:Ligands; D008956:Models, Chemical; D008958:Models, Molecular; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000737:chemistry*
D000480:Alkynes; D008024:Ligands; D009942:Organometallic Compounds; D005857:Germanium