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520268
4,4′,4″-Tri-tert-Butyl-2,2′:6′,2″-terpyridine
95%
Synonim(y):
2,6-Bis[4-(tert-butyl)pyridin-2-yl)-4-(tert-butyl)pyridine
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About This Item
Polecane produkty
Próba
95%
zanieczyszczenia
oligomers of tert-butyl-terpyridine
mp
215-217 °C (lit.)
ciąg SMILES
CC(C)(C)c1ccnc(c1)-c2cc(cc(n2)-c3cc(ccn3)C(C)(C)C)C(C)(C)C
InChI
1S/C27H35N3/c1-25(2,3)18-10-12-28-21(14-18)23-16-20(27(7,8)9)17-24(30-23)22-15-19(11-13-29-22)26(4,5)6/h10-17H,1-9H3
Klucz InChI
QMABMHJGSFUTPF-UHFFFAOYSA-N
Zastosowanie
4,4′,4-Tri-tert-Butyl-2,2′:6′,2-terpyridine can be used as a ligand:
- In the synthesis of methylated alkanes and ketones via Ni-catalyzed methylation of unactivated alkyl halides and acid chlorides.
- In Ni-catalyzed reductive dimerization reaction.
- In allylic defluorinative reductive cross-coupling reaction in the presence of Ni as a catalyst.
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Kod klasy składowania
11 - Combustible Solids
Klasa zagrożenia wodnego (WGK)
WGK 3
Temperatura zapłonu (°F)
Not applicable
Temperatura zapłonu (°C)
Not applicable
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Methylation of unactivated alkyl halides and acid chlorides under Ni-catalyzed reductive coupling conditions led to efficient formation of methylated alkanes and ketones using methyl p-methyl tosylate as the methylation reagent. Moderate to excellent coupling yields as well as excellent functional
Organic & biomolecular chemistry, 18(19), 3674-3678 (2020-05-08)
A nickel-catalyzed defluorinative reductive cross-coupling of trifluoromethyl alkenes with epoxides has been developed. Various substituted trifluoromethyl alkenes and epoxides were found to be suitable reaction substrates. This reaction enabled C(sp3)-C(sp3) bond construction through allylic defluorinative cross-coupling of trifluoromethyl alkenes under
Chemical communications (Cambridge, England), 46(31), 5743-5745 (2010-06-29)
The first general method for the reductive dimerization of alkyl halides, alkyl mesylates, alkyl trifluoroacetates, and allylic acetates is reported which proceeds with low catalyst loading (0.5 to 5 mol%), generally high yields (80% ave yield), and good functional-group tolerance.
Journal of the American Chemical Society, 135(22), 8141-8144 (2013-05-23)
Mechanistic proposals for nickel-catalyzed coupling reactions often invoke five-coordinate alkyl- or aryl-bound Ni(II) and/or high-valent nickel(III) species, but because of their reactive nature, they have been difficult to study and fingerprint. In this work, we invoked the stabilizing properties of
Journal of the American Chemical Society, 128(40), 13175-13183 (2006-10-05)
The ability of the terpyridine ligand to stabilize alkyl complexes of nickel has been central in obtaining a fundamental understanding of the key processes involved in alkyl-alkyl cross-coupling reactions. Here, mechanistic studies using isotopically labeled (TMEDA)NiMe(2) (TMEDA = N,N,N',N'-tetramethylethylenediamine) have
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