1984
DOI: 10.1055/s-1984-30951
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A Convenient Synthesis of Bipyridines by Nickel-Phosphine Complex-Mediated Homo Coupling of Halopyridines

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Cited by 165 publications
(72 citation statements)
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“…However, we found it convenient to adapt the procedure using the method of Tiecco and Testaferri [46]. Ligands 1, 2 and 3 were isolated in 19, 59 and 28% yields, respectively.…”
Section: Ligand Syntheses and Characterisationsmentioning
confidence: 99%
“…However, we found it convenient to adapt the procedure using the method of Tiecco and Testaferri [46]. Ligands 1, 2 and 3 were isolated in 19, 59 and 28% yields, respectively.…”
Section: Ligand Syntheses and Characterisationsmentioning
confidence: 99%
“…The optically active C 2 -symmetrical bipyridyl alcohols 5a and 5b were then prepared via Ni(0)-mediated homocoupling 7 in 52-55% yields. 7 Suzuki coupling of 7a with phenylboronic acid afforded ligand 2c in nearly quantitative yield. 8 The routes used for the synthesis of chiral ligands 3a-c and 4a-b are shown in Scheme 3, 2-methylpyridine, 2-phenyl-6-methylpyridine 8 and 2-methyquinoline were first lithiated with n-BuLi in ether at 0°C to give the corresponding organolithium, followed by trapping with chiral ketone 1a or 1b to produce compounds 3a-c and 4a-b in 53-83% yields.…”
Section: Synthesis Of Ligandsmentioning
confidence: 99%
“…(I) was obtained by heating 1,1'-biisoquinoline (Tiecco, Testaferri, Tingoli, Chianelli & Montanucci, 1984) and a large excess of 1,2-dibromoethane around 373 K. (II) was synthesized by a similar procedure using 1,3-dibromopropane.…”
mentioning
confidence: 99%