914789
iPr-NDI
≥95%, powder
Synonym(s):
Isopropyl naphthyridine-diimine
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About This Item
Empirical Formula (Hill Notation):
C36H44N4
CAS Number:
Molecular Weight:
532.76
MDL number:
UNSPSC Code:
12352101
NACRES:
NA.22
Assay:
≥95%
Form:
powder
Product Name
iPr-NDI, ≥95%
SMILES string
N(c4c(cccc4C(C)C)C(C)C)C(=C)c1nc2nc(ccc2cc1)C(=C)Nc3c(cccc3C(C)C)C(C)C
InChI
1S/C36H44N4/c1-21(2)28-13-11-14-29(22(3)4)34(28)37-25(9)32-19-17-27-18-20-33(40-36(27)39-32)26(10)38-35-30(23(5)6)15-12-16-31(35)24(7)8/h11-24,37-38H,9-10H2,1-8H3
InChI key
VLOKSQBHSIFTBM-UHFFFAOYSA-N
assay
≥95%
form
powder
mp
266-269 °C
Quality Level
Application
iPr-NDI is a ligand that when mixed with NiBr2, generates an active dinuclear Ni catalyst. The catalyst has been shown to promote a variety of transformations including the cyclopropanation of alkenes and the [4+1] cycloaddition of vinylidenes and dienes.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
Regulatory Information
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Ian G Powers et al.
Journal of the American Chemical Society, 140(11), 4110-4118 (2018-03-01)
Azoarenes are valuable chromophores that have been extensively incorporated as photoswitchable elements in molecular machines and biologically active compounds. Here, we report a catalytic nitrene dimerization reaction that provides access to structurally and electronically diverse azoarenes. The reaction utilizes aryl
You-Yun Zhou et al.
Angewandte Chemie (International ed. in English), 55(9), 3171-3175 (2016-01-30)
Dinuclear Ni complexes supported by naphthyridine-diimine (NDI) ligands catalyze the reductive cyclopropanation of alkenes with CH2 Cl2 as the methylene source. The use of mild terminal reductants (Zn or Et2 Zn) confers significant functional-group tolerance, and the catalyst accommodates structurally
Douglas R Hartline et al.
Journal of the American Chemical Society, 139(39), 13672-13675 (2017-09-19)
Single bonds between carbon atoms are inherently challenging to activate using transition metals; however, ring-strain release can provide the necessary thermodynamic driving force to make such processes favorable. In this report, we describe a strain-induced C-C oxidative addition of norbornadiene.
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