syn-Selective alkylarylation of terminal alkynes via the combination of photoredox and nickel catalysis was written by Guo, Lei;Song, Fan;Zhu, Shengqing;Li, Huan;Chu, Lingling. And the article was included in Nature Communications in 2018.Reference of 179232-29-2 This article mentions the following:
An intermol., regio- and syn-stereoselective alkylarylation of terminal alkynes with tertiary alkyl oxalates via photoredox-Ni dual catalysis was described. This catalytic protocol, synergistically combining Ir/Ni-catalyzed alkyne difunctionalization with photoinduced alkene isomerization, afforded trisubstituted alkenes, e.g., I with excellent efficiency and syn-stereoselectivity. The mild conditions tolerated many functional groups, allowing for a broad scope with respect to terminal alkynes, aryl bromides, and alkyl oxalates. In the experiment, the researchers used many compounds, for example, Methyl 4-bromo-2-fluorobenzoate (cas: 179232-29-2Reference of 179232-29-2).
Methyl 4-bromo-2-fluorobenzoate (cas: 179232-29-2) belongs to organobromine compounds. Many of the organo bromine compounds are relatively nonpolar. Bromine is more electronegative than carbon (2.8 vs 2.5) and hence the carbon in a carbon–bromine bond is electrophilic in nature. When the molecular ion is detected, the bromine and chlorine isotope patterns are very distinct, but caution is to be exercised for certain mixed chlorinated/brominated compounds, which can look similar to homohalogen patterns.Reference of 179232-29-2
Referemce:
Bromide – Wikipedia,
bromide – Wiktionary