2003
DOI: 10.1016/s0040-4039(03)00474-x
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Synthesis of tetrakis(2-pyridyl)methane: the first tetrapyridylmethane

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Cited by 31 publications
(14 citation statements)
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“…[24] The reaction required quite severe conditions to achieve reasonable yields of 1; for example, reaction of 2-chloropyridine and tris-2-pyridylmethyl lithium (5 equiv.) in THF at reflux for 24 hours only gave 1 in low yield, whereas in mesitylene at reflux a much improved yield of 52% was obtained.…”
Section: Ditopic Ligands With Aliphatic Coresmentioning
confidence: 99%
“…[24] The reaction required quite severe conditions to achieve reasonable yields of 1; for example, reaction of 2-chloropyridine and tris-2-pyridylmethyl lithium (5 equiv.) in THF at reflux for 24 hours only gave 1 in low yield, whereas in mesitylene at reflux a much improved yield of 52% was obtained.…”
Section: Ditopic Ligands With Aliphatic Coresmentioning
confidence: 99%
“…Although many SCO complexes from iron(II) hydrotris(1-pyrazolyl)borate have been well studied and established [4], there are few reports on tris(2-pyridyl)methane (py 3 CH) complexes [5] (Scheme 1; 2-pyridyl is abbreviated as py hereafter). Oda and coworkers have exploited a unique skeleton tetrakis(2-pyridyl)methane (py 4 C) [6]. We have reported py 4 C-bridged dinuclear Mn 2+ and Ni 2+ complexes from the magnetic interest owing to the spirojunctioned D 2d symmetry [7].…”
Section: Introductionmentioning
confidence: 99%
“…The 1 H NMR spectrum of compound (12), from reaction of (5d) with ethyl chloroacetate, shows signals at δ 5.9 (1H, s, exchangeable, SH), 6.53 (1H, s, =CH) and 4.08 (2H, s, CH 2 ) ppm. This tautomer is stabilized by intramolecular hydrogen bonding.…”
Section: Resultsmentioning
confidence: 99%
“…When 2-methylpyridine (1a) was treated with excess of lithium diisopropylamide (LDA), at low temperature, followed by 2-bromopyridine, the main product was tetra-2-pyridylmethane (18) (60%) with only traces of tri-2-pyridylmethane (19) and di-2-pyridylmethane (20) (scheme 3) [12]. The identity of the main product was established by spectral data as well as elemental analysis.…”
Section: F a Abu-shanabmentioning
confidence: 99%