2008-61-9

Usage

Uses

Used in Chemical Research:
Benzene, 2-isocyano-1,3-bis(1-methylethyl)(9CI) is used as a research chemical for studying its properties and potential applications in various chemical reactions.
Used in Organic Synthesis:
Benzene, 2-isocyano-1,3-bis(1-methylethyl)(9CI) is employed as an intermediate in the synthesis of various organic compounds, including pharmaceuticals and other specialty chemicals.
Used in Pharmaceutical Production:
Benzene, 2-isocyano-1,3-bis(1-methylethyl)(9CI) is used as a building block in the production of certain pharmaceuticals, contributing to the development of new drugs and therapeutic agents.
Used in Chemical Industry:
In the chemical industry, Benzene, 2-isocyano-1,3-bis(1-methylethyl)- (9CI) is utilized in the manufacturing process of various chemicals, leveraging its unique structural features and reactivity.

Upstream product

• 84250-69-1 N-(2,6-diisopropylphenyl)formamide 
• 136213-18-8 3-<(2,6-diisopropylphenyl)imino>-2,2,4,4-tetramethyl-2,4-disilapentane 
• 67-66-3 chloroform 
• 24544-04-5 2,6-diisopropylbenzenamine 
• 1187680-47-2 IPr*SiCl₂ 
• 2162-74-5 N,N'-bis(2,6-diisopropylphenyl)carbodiimide 
• 2527-66-4 2-methyl-1,2-benzisothiazole-3(2H)-one 
• 1531-80-2 2-(benzylthio)benzoic acid 
• 64-18-6 formic acid 

Downstream Products

• 136213-25-7 3-<(2,6-diisopropylphenyl)imino>-2,2,4,4,5,5-hexamethyl-2,4,5-trisilahexane 
• 136213-19-9 3,5-bis<(2,6-diisopropylphenyl)imino>-2,2,4,4,6,6-hexamethyl-2,4,6-trisilaheptane 
• 136213-33-7 1-(2,6-diisopropylphenyl)-3-(heptamethyltrisilyl)-2,2,4,4-tetramethyl-3-(trimethylsilyl)-1-aza-2,4-disilacyclobutane 
• 136213-31-5 3,6,9-tris<(2,6-diisopropylphenyl)imino>-2,2,4,4,5,5,7,7,8,8,10,10-dodecamethyl-2,4,5,7,8,10-hexasilaundecane 
• 136213-27-9 2,5-diisopropoxy-3-<(2,6-diisopropylphenyl)imino>-2,4,4,5-tetramethyl-2,4,5-trisilahexane 
• 126210-41-1 1-(2,6-diisopropylphenyl)-2,2,4,4-tetramethyl-3,3-bis(methyldiphenylsilyl)-1-aza-2,4-disilacyclobutane 
• 130762-86-6 3-[(Z)-2,6-Diisopropyl-phenylimino]-4-[(E)-2,6-dimethyl-phenylimino]-hexan-2-one 

Relevant academic research and scientific papers

Photophysical processes in rhenium(I) diiminetricarbonyl arylisocyanides featuring three interacting triplet excited states

We present a series of four transition-metal complexes based on the rhenium(I) tricarbonyl 1,10-phenanthroline (phen) template, with a lone ancillary arylisocyanide (CNAr) ligand to yield metal-organic chromophores of the generic molecular formula [Re(phen)-(CO)3(CNAr)]+ [CNAr = 2,6-diisopropylphenyl isocyanide (1), 4-phenyl-2,6-diisopropylphenyl isocyanide (2), 4-phenylethynyl-2,6-diisopropylphenyl isocyanide (3), and 4-biphenyl-2,6-diisopropylphenyl isocyanide (4)]. This particular series features varied degrees of π-conjugation length in the CNAr moiety, resulting in significant modulation in the resultant photophysical properties. All molecules possess long-lived [8- 700 μs at room temperature (RT)], strongly blue-green photoluminescent and highly energetic excited states λmax,em = 500-518 nm; Φ = 14-64%). Each of these chromophores has been photophysically investigated using static and dynamic spectroscopic techniques, the latter probed from ultrafast to suprananosecond time scales using transient absorption and photoluminescence (PL). Time-resolved PL intensity decays recorded as a function of the temperature were consistent with the presence of at least two emissive states lying closely spaced in energy with a third nonemissive state lying much higher in energy and likely ligand-field in character. The combined experimental evidence, along with the aid of electronic structure calculations (density functional theory and time-dependent density functional theory performed at the M06/Def2-SVP/SDD level), illustrates that the CNAr ligand is actively engaged in manipulating the excited-state decay in three of these molecules (2-4), wherein the triplet metal-to-ligand charge-transfer (3MLCT) state along with two distinct triplet ligand-centered (3LC) excited-state configurations (phen and CNAr) conspire to produce the resultant photophysical properties. Because the π conjugation within the CNAr ligand was extended, an interesting shift in the dominant photophysical processes was observed. When the CNAr conjugation length is short, as in 1, the phenanthroline 3LC state dominates, resulting in a configurationally mixed triplet excited state of both LC and MLCT character. With more extended π conjugation in the CNAr subunit (2-4), the initially generated 3LC(phen)/3MLCT excited state ultimately migrates to the CNAr 3LC state on the order of tens of picoseconds. Molecules 3 and 4 in this series also feature unique examples of inorganic excimer formation, as evidenced by dynamic self-quenching in the corresponding PL intensity decays accompanied by the observation of a short-lived low-energy emission feature.

Carbenes made easy: Formation of unsymmetrically substituted N-heterocyclic carbene complexes of palladium(II), platinum(II) and gold(I) from coordinated isonitriles and their catalytic activity

From palladium(II) or platinum(II) bis(isonitrile) complexes and from gold(I) isonitrile complexes, both easily available from simple precursors, the corresponding mono-N-heterocyclic carbene (NHC) complexes could be obtained selectively in good yields under very mild conditions. The reagents are simple β-chloroammonium salts in the presence of a weak base. Unsymmetric NHC complexes are accessible. Thus over only two steps from simple metal precursors a broad variety of NHC complexes is available, the method is ideal to quickly assemble catalyst libraries. The palladium complexes are active pre-catalysts in Suzuki cross-coupling even with the additional isonitrile ligand on palladium. Copyright

Palladium-Catalyzed Diarylation of Isocyanides with Tetraarylleads for the Selective Synthesis of Imines and α-Diimines

Using tetraaryllead compounds (PbAr4) as arylating reagents, isocyanides undergo selective diarylation in the presence of palladium catalysts such as Pd(OAc)2 or Pd(PPh3)4 to afford imines and/or α-diimines based on the isocyanide employed. With aliphatic isocyanides, imines are obtained preferentially, whereas α-diimines are formed in the case of electron-rich aromatic isocyanides. The differences in imine/α-diimine selectivity can be attributed to the stability of imidoylpalladium intermediates formed in this catalytic reaction. Compared with other arylating reagents, tetraaryllead compounds are excellent candidates for use in the selective transformations to imines and/or α-diimines, especially in terms of inhibiting the oligomerization of isocyanides, which results in a lower product selectivity in many transition-metal-catalyzed reactions of isocyanides.

Palladium-catalyzed direct coupling of 2-vinylanilines and isocyanides: An efficient synthesis of 2-aminoquinolines

Palladium-catalyzed oxidative coupling of 2-vinylanilines and isocyanides constitutes a direct, facile, and efficient approach to 2-aminoquinolines. The procedure, employing palladium acetate and silver carbonate, is attractive in terms of assembly efficiency, functional group tolerance, and operational simplicity. A variety of 2-aminoquinolines were prepared in good to excellent yields.

From isonitriles to unsaturated NHC complexes of gold, palladium and platinum

In a modular template synthesis, unsaturated NHC complexes of gold, palladium and platinum were synthesized from simple metal salts, isonitriles and amines with acetal or ketal groups. Upon the addition of amines with tethered acetal or ketal moieties to the metal-activated isonitrile, first nitrogen acyclic carbene (NAC) complexes are formed. These undergo ring closure and elimination to the unsaturated NHC complexes upon addition of acid. This simple strategy opens an attractive and fast approach to NHC complexes of gold, palladium and platinum. The modular approach allows a fast modification and is well-suited for the synthesis of unsymetrically and symmetrically substituted unsaturated NHC complexes.

Acyclic aminocarbene-like palladium complex-catalyzed Suzuki-Miyaura reaction at low catalyst loadings

A series of air-stable aminocarbene-like palladium(II) complexes were easily prepared by the reaction of bis-aromaticisocyanide-dichloropalladium(II) with N-arylbenzamidines. 0.1 mol % of the optimal palladium complex 3a showed excellent catalytic activity for Suzuki-Miyaura cross-coupling reaction at room temperature and the desired products were isolated in up to 98% yields. Moreover, a large-scale reaction showed that 0.01 mol % 3a was enough to catalyze the coupling reaction efficiently at room temperature to give the desired product in 93% yield.

BLUE LUMINESCENT COMPOUNDS

There is provided a compound having Formula II. In Formula II: R1 can be alkyl having 1-6 carbons, silyl having 3-6 carbons, or a deuterated analog thereof; R2 can be alkyl, silyl, aryl, or a deuterated analog thereof; a and c are the same or different and are an integer from 0-4; and b is an integer from 0-5.

Generation of powerful tungsten reductants by visible light excitation

The homoleptic arylisocyanide tungsten complexes, W(CNXy)6 and W(CNIph)6 (Xy = 2,6-dimethylphenyl, Iph = 2,6-diisopropylphenyl), display intense metal to ligand charge transfer (MLCT) absorptions in the visible region (400-550 nm). MLCT emission (λmax ≈ 580 nm) in tetrahydrofuran (THF) solution at rt is observed for W(CNXy)6 and W(CNIph)6 with lifetimes of 17 and 73 ns, respectively. Diffusion-controlled energy transfer from electronically excited W(CNIph) 6 (*W) to the lowest energy triplet excited state of anthracene (anth) is the dominant quenching pathway in THF solution. Introduction of tetrabutylammonium hexafluorophosphate, [Bun4N][PF 6], to the THF solution promotes formation of electron transfer (ET) quenching products, [W(CNIph)6]+ and [anth] ?-. ET from*W to benzophenone and cobalticenium also is observed in [Bun4N][PF6]/THF solutions. The estimated reduction potential for the [W(CNIph)6]+/ *W couple is -2.8 V vs Cp2Fe+/0, establishing W(CNIph)6 as one of the most powerful photoreductants that has been generated with visible light.

N-Heterocyclic Carbene Complexes, Their Preparation And Use

Described are N-heterocyclic carbene complexes of the formula I, where n is 0 or 1, M is a metal atom containing group, R1 is selected from hydrogen alkyl, cycloalkyl, heterocycloalkyl, aryl and hetaryl, R2 is selected from hydrogen, alkyl, cycloalkyl, heterocycloalkyl, aryl and hetaryl, wherein R1 and R2 do not both stand for hydrogen. Furthermore, also described are methods for their preparation and their use as catalysts employed in a C—C, C—O, C—N or C—H bond formation reaction.

N-HETEROCYCLIC CARBENE COMPLEXES, THEIR PREPARATION AND USE

N-heterocyclic carbene complexes of the formula (I) is disclosed, wherein the radicals have the meanings as defined in the invention. The preparation and the use as catalysts employed in a C-C, C-O, C-N or C-H bond formation reaction of said complexes are also disclosed.