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914789

Sigma-Aldrich

iPr-NDI

≥95%

Synonym(s):

Isopropyl naphthyridine-diimine

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About This Item

Empirical Formula (Hill Notation):
C36H44N4
CAS Number:
1632496-52-6
Molecular Weight:
532.76
UNSPSC Code:
12352101
NACRES:
NA.22

Quality Level

100

Assay

≥95%

form

powder

mp

266-269 °C

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.

Other Notes

Catalytic reductive [4 + 1]-cycloadditions of vinylidenes and dienes

Catalytic Azoarene Synthesis from Aryl Azides Enabled by a Dinuclear Ni Complex

Catalytic Carbonylative Rearrangement of Norbornadiene via Dinuclear Carbon-Carbon Oxidative Addition

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

914789-100MG:
914789-250MG:
914789-VAR:
914789-BULK:

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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.
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
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

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