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Chemical compound
Diimide, also called diazene or diimine, is a compound having the formula HN=NH. It exists as two geometric isomers, E (trans) and Z (cis). The term diazene
Diimide
Chemical reaction
Reductions with diimide are a chemical reactions that convert unsaturated organic compounds to reduced alkane products. In the process, diimide (N 2H 2) is
Reductions_with_diimide
Chemical compound
Sulfur diimides are chemical compounds of the formula S(NR)2. Structurally, they are the diimine of sulfur dioxide. The parent member, S(NH)2, is of only
Sulfur_diimide
Chemical compound
Naphthalenetetracarboxylic diimide (NTCDI)[pronunciation?] is a solid organic compound and one of the simplest naphthalenediimides (NDIs). NTCDI is produced
Naphthalenetetracarboxylic diimide
Naphthalenetetracarboxylic_diimide
Chemical compound
precursor to naphthalenediimides (NDIs) (such as napthalenetetracarboxylic diimide), a family of compounds with many uses. Naphthalenetetracarboxylic dianhydride
Naphthalenetetracarboxylic dianhydride
Naphthalenetetracarboxylic_dianhydride
Chemical compound
The N≡C–NH2 form dominates, but in a few reactions (e.g. silylation) the diimide form appears to be important. Cyanamide dimerizes to give 2-cyanoguanidine
Cyanamide
Dye based on the rylene framework of naphthalene units
group can be attached to this position. The HOMO/LUMO levels of perylene diimide derivatives can easily be tuned via substitution at the bay position. A
Rylene_dye
Chemical compound
Bis(trimethylsilyl)sulfur diimide is the organosulfur compound with the formula S(NSiMe3)2 (Me = CH3). A colorless liquid, it is a diaza analogue of sulfur
Bis(trimethylsilyl)sulfur diimide
Bis(trimethylsilyl)sulfur_diimide
Organic compounds with a diazenyl group (–N=N–)
alkyl groups). IUPAC defines azo compounds as: "Derivatives of diazene (diimide), HN=NH, wherein both hydrogens are substituted by hydrocarbyl groups,
Azo_compound
Movement of molecules into a defined arrangement without outside influence
AFM image of napthalenetetracarboxylic diimide molecules on silver interacting via hydrogen bonding at 77 K. ("Hydrogen bonds" in the top image are exaggerated
Molecular_self-assembly
Reaction in organic chemistry
can be divided into two distinct subcategories: the ene reaction and the diimide reduction. Group transfer reactions have diverse applications in various
Group_transfer_reaction
atom to other atoms, respectively (as in heptasulfur imide S7NH, sulfur diimide S(=NH)2 and nitroxyl O=NH). Organic imides have the functional groups −NH−
Inorganic_imide
Intermolecular attraction between a hydrogen donor-and-acceptor pair
AFM image of naphthalenetetracarboxylic diimide molecules on silver-terminated silicon, interacting via hydrogen bonding, taken at 77 K. ("Hydrogen bonds"
Hydrogen_bond
Chemical reaction
K. Pfitzner in 1963. The reaction requires one equivalent each of the diimide, which is the dehydrating agent, and the sulfoxide, the oxidant: (CH3)2SO
Pfitzner–Moffatt_oxidation
Two phenyl rings linked by a N=N double bond
compounds. These azo compounds are considered as derivatives of diazene (diimide), and are sometimes referred to as "diazenes". The diazenes absorb light
Azobenzene
Chemical compound
CH3C6H4SO2NHN=CR2 + H2O Upon heating in solution, it degrades, releasing diimide (N2H2), a useful reducing agent. Triisopropylbenzenesulfonylhydrazide is
P-Toluenesulfonyl_hydrazide
Chemical element with atomic number 4 (Be)
1002/anie.202408422. Beryllium(0) is present in LMgBeCp* (L = a complex diimide ligand, Cp* = pentamethylcyclopentadienyl) with a magnesium-beryllium polar
Beryllium
Chemical compound
organic derivative of the parent isodiazene (H2N+=N–, also called 1,1-diimide) with general formula R1R2N+=N–. The functional group has two major resonance
Isodiazene
Chemical compound
to diimide. It can be synthesized by the reaction of potassium hydroxide with azodicarbonamide and it reacts with carboxylic acids to form diimide. Pasto
Potassium_azodicarboxylate
Group of atoms giving a molecule characteristic properties
Azide RN3 azido- alkyl azide Phenyl azide (Azidobenzene) Azo compound Azo (Diimide) RN2R' azo- -diazene Methyl orange (p-dimethylamino-azobenzenesulfonic
Functional_group
Colorless flammable liquid with an ammonia-like odor
metribuzin, paclobutrazol, diclobutrazole, propiconazole, hydrazine sulfate, diimide, triadimefon, and the diacylhydrazine insecticides. Hydrazine compounds
Hydrazine
Atom, molecule, or ion that has an unpaired valence electron; typically highly reactive
carbon dioxide: (C6H5CO2−O2CC6H5 ⇌ 2 C6H5CO2· C6H5CO2· → C6H5· + CO2 Some diimides lose dinitrogen, releasing a pair of radicals. A useful example is azobisisobutyronitrile
Radical_(chemistry)
Unsaturated inorganic compound
second-simplest member of the azene class of hydronitrogen compounds, after diimide. Triazenes are a class of organic compounds containing the functional group
Triazene
Compound of silicon and nitrogen
sesquinitride has since come into question. It can also be prepared by the diimide route: SiCl 4 + 6 NH 3 → Si(NH) 2 + 4 NH 4Cl(s) at 0 °C 3 Si(NH) 2 →
Silicon_nitride
Chemical compound
structure F−N=N−F and exists in both cis and trans isomers, as typical for diimides. The cis isomer has C2v symmetry and the trans isomer has C2h symmetry
Dinitrogen_difluoride
Type of organosulfur compound
derivatives of HN=S=O, i.e. analogues of sulfur dioxide and of sulfur diimide. A common example is N-sulfinylaniline. The S-N bond in sulfinylamines
Sulfinylamine
Hypothetical charge of an atom if all its bonds to different atoms were fully ionic
1002/anie.202408422. Beryllium(0) is present in LMgBeCp* (L = a complex diimide ligand, Cp* = pentamethylcyclopentadienyl) with a magnesium-beryllium polar
Oxidation_state
Reduction method involving hydrazine
reaction is de-protonation of the hydrazone by an alkoxide base to form a diimide anion by a concerted, solvent mediated protonation/de-protonation step
Wolff–Kishner_reduction
into, once again, two subclasses: Perylene Diimides (PDIs) and Naphthalene Diimides (NDIs). Rylene diimides consist of a planar rylene framework and numerous
Non-fullerene_acceptor
Chemical reaction between molecular hydrogen and another compound or element
hydrogen donors without catalysts. Illustrative hydrogen donors include diimide and aluminium isopropoxide, the latter illustrated by the Meerwein–Ponndorf–Verley
Hydrogenation
Type of microscopy using a physical probe
DFM image of napthalenetetracarboxylic diimide molecules on silver interacting via hydrogen bonding (77 K). Image size 2×2 nm. Bottom image shows atomic
Non-contact atomic force microscopy
Non-contact_atomic_force_microscopy
Nigerian-born chemical engineer
A. “All-Polymer Solar Cells with 3.3% Efficiency Based on Naphthalene Diimide-Selenophene Copolymer Acceptor,” J. Am. Chem. Soc. 2013, 135, 14960-14963
Samson_Jenekhe
Chemical compound
3-Iminoisoindol-1-amine Other names Isoindoline-1,3-diimine; Phthalimide diimide Identifiers CAS Number 3468-11-9 3D model (JSmol) Interactive image ChemSpider
Diiminoisoindole
Quantity in solid-state physics
Field-Effect Transistors Based on Microribbons of Core-Chlorinated Naphthalene Diimide". Advanced Materials. 25 (48): 6951–6955. Bibcode:2013AdM....25.6951H.
Electron_mobility
Chemical compound
nitrides related to S4N4. Treatment of SCl2 with primary amines gives sulfur diimides. One example is di-t-butylsulfurdiimide. SCl2 hydrolyzes with release of
Sulfur_dichloride
Topics referred to by the same term
4:9,10-tetracarboxylic acid bisimide, also perylene bisimide or perylene diimide (PDI) Parallel Bus Interface, a 50-pin port found on some Atari 8-bit XL
PBI
Chemical compound
Ling (2017). "Donor–acceptor single cocrystal of coronene and perylene diimide: molecular self-assembly and charge-transfer photoluminescence". RSC Adv
Coronene
Group 15 elements of the periodic table with valency 5
the nitrogen or phosphorus atoms have the −2 oxidation state. Likewise, diimide, which has two nitrogen atoms double-bonded to each other, and its organic
Pnictogen
Chemical compound
N-sulfinylaniline is structurally related to sulfur dioxide as well as sulfur diimide. The C–S=N=O dihedral angle is –1.60°. International Union of Pure and
N-Sulfinylaniline
Supramolecular structures held together other than by covalent bonds
Yan-Zhen; Zhu, Kelong; Zhang, Mingming (2020-11-04). "Highly Emissive Perylene Diimide-Based Metallacages and Their Host–Guest Chemistry for Information Encryption"
Host–guest_chemistry
Class of chemical compounds
fragmentation. 2,4,6-Triisopropylbenzenesulfonylhydrazide is a useful source of diimide. Acylhydrazines are derivatives of carboxylic acids, although they are
Hydrazide
Romanian-American inorganic chemist
(2016-08-11). "Transparent-to-Dark Electrochromic Behavior in Naphthalene-Diimide-Based Mesoporous MOF-74 Analogs". Chem. 1 (2): 264–272. doi:10.1016/j.chempr
Mircea_Dincă
Technique for coating flat substrates
processed red organic light-emitting-diodes using an N-annulated perylene diimide fluorophore". Journal of Materials Chemistry C. 8 (7): 2314–2319. doi:10
Slot-die_coating
Chemical reaction
aliphatic alcohol. This is thought to be due to the oxidation of hydrazine to diimide under the conditions employed in the reaction. The classical Wharton olefin
Wharton_reaction
Swiss scientist
J.; Schrettl, Stephen; Weder, Christoph (2021-06-11). "Folded Perylene Diimide Loops as Mechanoresponsive Motifs". Angewandte Chemie International Edition
Christoph_Weder
Class of chemical compounds containing an S=N bond
Appel, R.; Hänssgen, D. (1967). "N,N'-Dihalogeno-S, S-dimethylsulfur diimide". Angewandte Chemie. 6 (1) (International ed.): 91. doi:10.1002/anie.196700911
Sulfilimine
Class of organic compounds with general structure RN=C=NR'
(CyN)2C + R2CHOH → (CH3)2S + (CyNH)2CO + R2C=O Typically the sulfoxide and diimide are used in excess. The reaction generates dimethyl sulfide and a urea
Carbodiimide
British X-ray crystallographer, chemist and drug designer
Stephen (2020). "Asymmetrically Substituted Quadruplex-Binding Naphthalene Diimide Showing Potent Activity in Pancreatic Cancer Models". ACS Medicinal Chemistry
Stephen_Neidle
Native American chemist (born 1954)
Tetrahedron Lett. 1995, 6375. Nelson, D. J.; Yao, Z.; Henley, R., Smith; T. "Diimide Reduction of Some Representative Alkenes and the Correlation of Their Relative
Donna_Nelson
Addition of non-molecular hydrogen to a compound
transfer hydrogenation agent is diimide or (NH)2, also called diazene. This becomes oxidized to the very stable N2: The diimide can be generated from hydrazine
Transfer_hydrogenation
Artificial process that uses sunlight energy to drive chemical synthesis
Gion; Fois, Ettore (2016). "One-dimensional self-assembly of perylene-diimide dyes by unidirectional transit of zeolite channel openings". Chemical Communications
Artificial_photosynthesis
Chemical compound
reactivity. It is used in dehydrations to make nitriles, isocyanides and diimides. In an unusual reaction focusing on the sulfur center, zinc reduces TsCl
4-Toluenesulfonyl_chloride
groups −(C=O)−. These carbon and nitrogen atoms then comprise a diacyl diimide unit, −(C=O)−N=N−(C=O)−. Two canonical examples are 3,6-pyridazinedione
Diazaquinone
Cytosine-rich quadruplex DNA structure
berberine neutral red, thioflavin T, and perylene tetracarboxylic acid diimide derivative (PTCDI), originally seen as G4 probes. Large tracts of G/C-rich
I-motif_DNA
but may have other parts to them. This class includes ketene, sulfur diimide, sulfine, and dicyclohexylcarbodiimide. Some heterocumulenes can act as
Heterocumulene
Topics referred to by the same term
Interface, an IP Video and Audio Protocol developed by NewTek Naphthalene diimides, dyes used in chemistry; See Naphthalene tetracarboxylic dianhydride New
NDI
Hydrocarbon compounds composed of rings fused such that the molecule is nonplanar
an efficiency of 3.7% based on a low-cost geometrically planar perylene diimide monomer". J. Mater. Chem. A. 2 (35): 14348–14353. doi:10.1039/C4TA02851A
Contorted_aromatics
Inorganic radical with the chemical formula NH
without resorting to a full spectrum synthesis with a 3D model atmosphere. Diimide (dimer) List of interstellar and circumstellar molecules IUPAC Red Book
Imidogen
Molecule with ability to reversibly switch states
examples include, biindeno[2,1-b]thiophenylidene (BTP), viologens, napthelene diimides, bipyridinium, and metal-ligand redox complex. The first electrochemical
Molecular_switch
American chemical engineer
Alex K.-Y. (2015-07-24). "Influence of Molecular Geometry of Perylene Diimide Dimers and Polymers on Bulk Heterojunction Morphology Toward High-Performance
Lilo_Pozzo
Canadian inorganic chemist
"Preparation, Crystal Structures, and Isomerization of the Tellurium Diimide Dimers RNTe(μ-NR′)2TeNR (R = R′ = tBu; R = PPh2NSiMe3, R′ = tBu, tOct):
Tristram_Chivers
Type of transistor
channel. High-performance n-type semiconductors, such as BBL and naphthalene diimide-based copolymers like p(gNDI-g2T), have also been developed to improve
Organic electrochemical transistor
Organic_electrochemical_transistor
Chemical reactions
crystallography. Air-oxidation of the dipotassium complex gives the bis(borylene) diimide {[(CAAC)DurB]2(μ2-N2)}. Hydrolysis of the dipotassium compound gives the
Main-group element-mediated activation of dinitrogen
Main-group_element-mediated_activation_of_dinitrogen
Type of photovoltaic
near-infrared polymer solar cells based on a copolymer of naphthodithiophene diimide and bithiophene (PNDTI-BT-DT) were fabricated in combination with PTB7
Organic_solar_cell
sodium salt (PyS) and the disodium salt of 3,4,9,10-perylenetetracarboxylic diimide bisbenzenesulfonic acid (PDI). These molecules, under high temperatures
Potential applications of graphene
Potential_applications_of_graphene
Chemical group (>N–C(=S)–S–)
give a dithiocarbamic acid: RNH2 + CS2 → R(H)N−CS2H In the presence of diimides or pyridine, these acids convert to isothiocyanates: R(H)N−CS2H + C(=N−R')2
Dithiocarbamate
Structure in molecular biology
"Structural basis for telomeric G-quadruplex targeting by naphthalene diimide ligands". Journal of the American Chemical Society. 134 (5): 2723–31. Bibcode:2012JAChS
G-quadruplex
Chemical compound
Solid-State Analysis Involving Polymorphs of N,N'-Biscyclododecyl Pyromellitic Diimide". Crystal Growth & Design. 12 (12): 5908–5916. doi:10.1021/cg300765b. Skibinski
Cyclododecane
Class of chemical compounds
be used instead. In place of the highly stable silicon nitride, silicon diimide can be used. Carbothermal reduction involves using a metal oxide or carbonate
Nitridosilicate
Chemical compound
forming a variety of charge-transfer complexes. It reacts with amines to diimides, C6H2[(CO)2NR]2 which also have acceptor properties. PMDA is used in PET
Pyromellitic_dianhydride
molecular structure and charge transport: the case of poly-naphthalene diimide bithiophene". Physical Chemistry Chemical Physics. 17 (14): 8573–8590.
Charge modulation spectroscopy
Charge_modulation_spectroscopy
Chemical compounds with metal to metal double bonds
common functional group in organic chemistry. The simplest such compound is diimide, and its derivatives are azo compounds. Preparation of a phosphorus analogue
Dimetallene
Chemical compound
analysis, the molecule is instead better interpreted as two conjoined sulfur diimides: each sulfur atom bears a single +1 formal charge and one lone pair and
Disulfur_dinitride
Chemical compound
diamine precursors. Reaction with metallic lithium yields a lithiated diimide or diamine that when stirred with tetravalent SiCl4 yields a tetravalent
N-Heterocyclic_silylene
OFETs and OPVs. She worked on oligothiophene-functionalised naphthalene diimide nanowires that can form in solution. Whilst at the University of Washington
Eilaf_Egap
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