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Merck
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文件

520268

Sigma-Aldrich

4,4′,4″-三叔丁基-2,2′:6′,2″-三联吡啶

95%

别名:

2,6-双[4-(叔丁基)吡啶-2-基)-4-(叔丁基)吡啶

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About This Item

经验公式（希尔记法）:
C27H35N3
CAS号:
115091-29-7
分子量:
401.59
MDL號碼:
MFCD02093731
分類程式碼代碼:
12352100
PubChem物質ID:
24874100
NACRES:
NA.22

化驗

95%

雜質

oligomers of tert-butyl-terpyridine

mp

215-217 °C (lit.)

SMILES 字串

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

InChI 密鑰

QMABMHJGSFUTPF-UHFFFAOYSA-N

應用

4,4′,4-三-叔-丁基-2,2′:6′,2-三吡啶可用作配体：      
  • 通过未活化烷基卤化物和酸氯化物的镍催化甲基化合成甲基化烷烃和酮。 
  • 镍催化还原二聚化反应。      
  • 在镍作为催化剂的存在下，烯丙基脱氟还原交叉偶联反应。

儲存類別代碼

11 - Combustible Solids

水污染物質分類（WGK）

WGK 3

閃點（°F）

Not applicable

閃點（°C）

Not applicable

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Michael R Prinsell et al.
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.
Xiao-Yu Lu et al.
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
Zhuye Liang et al.
Organic letters, 16(21), 5620-5623 (2014-10-22)
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
Cheng-Pan Zhang et al.
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
Gavin D Jones et al.
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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