25706-33-6Relevant academic research and scientific papers
Competitive aryl-fluorine and aryl-halogen (Halogen = Cl, Br) bond cleavage with iridium porphyrin complexes
Qian, Ying Ying,Li, Bao Zhu,Chan, Kin Shing
supporting information, p. 1567 - 1570 (2013/05/08)
Base-promoted competitive Ar-F and Ar-X (X = Cl, Br) bond cleavage with iridium porphyrin complexes was investigated. Mechanistic studies suggested that Ir(ttp)- (ttp = 5,10,15,20-tetra-p-tolylporphyrinato dianion) cleaves the Ar-F bond via nucleophilic aromatic substitution and Ir 2(ttp)2 cleaves the Ar-X (X = Cl, Br) bond via metalloradical ipso substitution. Therefore, a stronger base, polar solvent, lower temperature, and iridium anion precursor favor Ar-F bond cleavage, while a weaker base, nonpolar solvent, higher temperature, and Ir2(ttp) 2 precursor favor Ar-X (X = Cl, Br) bond cleavage.
Organosubstituted cis-1,2-Diborylalkenes as Electrophilic Chelates
Koester, Roland,Seidel, Guenter,Wagner, Klaus,Wrackmeyer, Bernd
, p. 305 - 318 (2007/10/02)
Triethylborane (1), 9-ethyl-9-borabicyclononane (9-ethyl-9-BBN) (2), and the cis-1,2-diborylalkenes (Z)-R2BC(R')=C(Et)BEt2 react with alkali metal salts MX in toluene to give the borates MX-1, MX-2, and the cyclic cis-1,2-diborates , resp., with BHB- and B(OR)B-bridges (IR, Multi NMR).Reaction of 1, 2, and 3 - 6 with KCN leads to the monoborates KCN-1, KCN-2, and to the acyclic cis-1,2-diborates KCN-3 to KCN-7. - The cis-2-Boryl-1-silylalkenes (E)-Me3SiC(R')=C(Et)BEt2 and KX form the acyclic borates K.The cyclic salts KOtBu-4 and KOSiEt3-4 undergo a B-substituent exchange to the acyclic cis-1,2-diborates K (K-10: R = tBu; K-11: R = OSiEt3).Key Words: cis-1,2-Diborylalkenes, electron acceptors, anion sponge / Diborates, hexaorgano, μ-hydro, μ-alkoxy, alkali metal salts / Borates, hydrotriorgano- / Substituent exchange, diborates
