1292785-49-9Relevant academic research and scientific papers
1,1-Carboboration
Kehr, Gerald,Erker, Gerhard
, p. 1839 - 1850 (2012/03/12)
The use of very electrophilic boranes RB(C6F5) 2 widens the scope of the 1,1-carboboration reaction substantially. Simple terminal alkynes HCCR undergo this reaction with the RB(C 6F5)2 reagents rapidly under mild conditions to give high yields of very useful new alkenylborane products. Even internal alkynes RCCR undergo 1,1-carboboration with the RB(C6F 5)2 reagents to provide a novel way of carbon-carbon σ-bond activation. Variants of these reactions involving phosphorus substituted alkynes and more complex bisalkynyl main group and transition metal substrates give rise to the formation of very interesting functionalized metallacyclic products upon treatment with RB(C6F5) 2 reagents by means of reaction sequences involving selective 1,1-carboboration steps.
Reactions of bis(alkynyl)silanes with HB(C6F5) 2: Formation of boryl-substituted silacyclobutene derivatives
Ugolotti, Juri,Dierker, Gereon,Fr?hlich, Roland,Kehr, Gerald,Erker, Gerhard
supporting information; experimental part, p. 1184 - 1188 (2011/04/22)
Treatment of R2Si(CC-SiMe3)2 [1a (Me), 1b (Ph)] with HB(C6F5)2 at low temperature (253 K (a), 273 K (b)) gives the -B(C6F5)2 substituted silacyclobutene products (4a,b) under kinetic control. Upon warming to room temperature they disappear to form the thermodynamically favoured isomeric silole derivatives (2a,b). Similar treatment of Me2Si(CC-R 1)2 [5a (R1 = Ph), 5b (R1 = tert-butyl) with HB(C6F5)2 at room temperature gave the stable -B(C6F5)2 substituted silacyclobutene derivatives 6 and 7, respectively. Subsequent photolysis resulted in a Z- to E-isomerization of the substituted exocyclic CC double bonds in these products. The silacyclobutene derivative E-6 was characterized by an X-ray crystal structure analysis.
