1283-90-5

Upstream product

• 1518-16-7 7,7',8,8'-tetracyanoquinodimethane 
• 135225-73-9 2-amino-4,6-diethyl-1,3,5-trimethylborazine 
• 61423-62-9 1,3,5-Trimethyl-2,4,6-tris-methylsulfanyl-[1,3,5,2,4,6]triazatriborinane 
• 10377-51-2 lithium iodide 

Downstream Products

• 128666-31-9 Z-β-(1-hexadecyl-4-quinolinium)-α-cyano-4-styryldicyanomethanide 
• 70686-32-7 2,3-Dicyano-2,3-bis-{4-[dicyano-(4-cyano-phenyl)-methyl]-phenyl}-succinonitrile 
• 70654-54-5 2,3-Bis-{4-[(4-chloro-phenyl)-dicyano-methyl]-phenyl}-2,3-dicyano-succinonitrile 
• 70654-52-3 2,3-Dicyano-2,3-bis-{4-[dicyano-(4-methoxy-phenyl)-methyl]-phenyl}-succinonitrile 
• 70654-50-1 1,2-Bis<4-(α,α-dicyanobenzyl)phenyl>-1,1,2,2-tetracyanoethane 
• 70654-55-6 2,3-Dicyano-2,3-bis-{4-[dicyano-(4-nitro-phenyl)-methyl]-phenyl}-succinonitrile 
• 70654-53-4 1,2-bis<4-(α,α-dicyano-p-N,N-dimethylaminobenzyl)phenyl>-1,1,2,2-tetracyanoethane 
• 122301-13-7 1,4-Bis(4,5-dimethyl-1,3-dithiole-2-ylidene)-1,4-dihydronaphthalene - 7,7,8,8-Tetracyano-p-quinodimethane 

Relevant academic research and scientific papers

Conductive casting films based on an octasilicate-core dendrimer containing the mixed-valence state TCNQ on the periphery

An octasilicate (OS)-core dendrimer terminated with imidazolium-7,7,8,8-tetracyanoquiodimethane (TCNQ) anion radicals (OS-mimTCNQ) was synthesized from an OS-core dendrimer having alkyl bromides as terminal groups (OS-mimBr) via anion exchange reaction wi

Isolation of the latent precursor complex in electron-transfer dynamics. Intermolecular association and self-exchange with acceptor anion radicals

Transient [1:1] complexes formed in the bimolecular interactions of electron acceptors (A) with their reduced anion radicals (A-are detected and characterized in solution for the first time. The recognition of such metastable intermediates as the heretofore elusive precursor complex (A2in electron-transfer processes for self-exchange allows the principal parameters λ (Marcus reorganization energy) and HDA (electronic coupling element) to be experimentally determined from the optical (charge-transfer) transitions inherent to these intermolecular complexes. The satisfactory correspondence of the theoretically predicted with the experimentally observed rate constants validates these ET parameters and the Marcus-Hush- Sutin methodology for strongly coupled redox systems lying in the (Robin-Day) Class II category. Most importantly, the marked intermolecular electronic interaction (HDA) within these precursor complexes must be explicitly recognized, since it dramatically affects the electron-transfer dynamics by effectively lowering the activation barrier. As such, the numerous calculations of the reorganization energy previously obtained from various self-exchange kinetics based on λ = 4ΔG* must be reconsidered in the light of such a precursor complex, with the important result that ET rates can be substantially faster than otherwise predicted. On the basis of these studies, a new mechanistic criterion is proposed for various outer-sphere/inner-sphere ET processes based on the relative magnitudes of HDA and λ.

Isostructural Charge-Transfer Cocrystals Based on Triptycene End-Capped Quinoxalinophenanthrophenazine

Charge transfer (CT) crystals of an electron donor and an acceptor have electronic properties that are different from the two pure components. Despite the great potential of such CT crystals have for organic electronics, the control of the spatial arrangement of donor and acceptor molecules in the cocrystals plays a crucial role for the charge transfer itself or, for example, for charge transport. In most cases, by changing e.g. the acceptor components, various cocrystals are accessible but in almost all cases with different packing motifs and thus crystallographic parameters. This makes a direct and systematic comparison of different donor-acceptor pairs difficult or even impossible. On the basis of a triptycene end-capped dimethoxy-quinoxalinophenanthrophenazine (QPP-OMe) as a donor with six small electron-deficient molecules as acceptors, an isostructural packing could be realized, where the QPP-OMe donor is forming voids with nearly the same orientation and size to enclathrate the acceptor molecules, as has been revealed by single-crystal X-ray diffraction. The CT complexes were studied spectroscopically, supported by density functional theory calculations.

Structural, Electronic, and Magnetic Characterization of a Dinuclear Zinc Complex Containing TCNQ- and a μ-[TCNQ-TCNQ]2- Ligand

A dinuclear zinc complex containing both a σ-dimerized 7,7,8,8-tetracyanoquinodimethane (TCNQ) ligand ([TCNQ-TCNQ]2-) and TCNQ- was synthesized for the first time. This is the first instance of a single molecular complex with a bridging [TCNQ-TCNQ]2- ligand. Each zinc center is coordinated with two 2,2′-bipyrimidines and one TCNQ-, and the remaining coordination site is occupied by a [TCNQ-TCNQ]2- ligand, which bridges the two zinc centers. The complex facilitates π-stacking of TCNQ- ligands when crystallized, which gives rise to a near-IR charge-transfer transition and strong antiferromagnetic coupling.

Structure, optical and electro-physical properties of tetramerized anion-radical salt (N-Xy-Qn)(TCNQ)2

The (N-Xy-Qn)(TCNQ)2 anion-radical salt characterized by tetramerized stacks of the TCNQ acceptor molecules has been synthesized and characterized using vibrational spectroscopy and electrical resistivity measurements. The bond lengths analysis based on the crystal structure data, indicates that the TCNQ molecules are non-uniformly charged with ?0.83 e localized on the inner B molecules and ?0.33 e on the outer A molecules within ABBA tetramers. Both infrared and Raman spectra of (N-Xy-Qn)(TCNQ)2 are dominated by vibrational modes of TCNQ and display splitting related to the tetramerized structure. Many of these features are affected by the strong electron-molecular vibration (EMV) coupling. Other charge-sensitive modes allowed estimation of charge localized on TCNQ, with the results that confirm the charges estimated on basis of the crystal data. Electrical measurements revealed the low-conducting behavior with room temperature conductivity value of 2.6 mS cm?1 and temperature dependence of resistivity that can be explained within the band conduction model. The calculated activation energies range from 0.169 eV to 0.187 eV, depending on the crystallographic direction and thermal history of the sample.

Preparation and characterization of polyborazines

The reaction of the borazine (C2H5)3B3N3H 2[Si(CH3)3] with B-monohaloborazines gives reasonable yields of diborazinyls (C2H5)3B3N3H 2[R2B3N3R3′] (1); in addition, small amounts of polyborazinyls (2, 3) are formed and species containing up to four borazine rings in an individual molecule could be identified. The triborazinyl [(C2H5)3B3N3H 2]2[C2H5]B3N 3H3 (4) was prepared in analogous fashion. Poly(borazin-2-yl)amines containing borazine rings linked by nitrogen (5, 6) have been obtained by the interaction of B-monohaloborazines with either HN[Si(CH3)3]2, N[Si(CH3)3]3, or N-lithioaminoborazines, but the reaction of NH3 with B-haloborazines containing annular NH groups preferentially leads to inseparable oligomer mixtures. The reaction of (methylthio)borane species such as B(SCH3)3, (CH3SBNCH3)3, or (CH3S)(C2H5)2B3N 3H3 with aminoborazine derivatives generally also gives product mixtures in a series of sequential processes, although the 2,4-bis(borazin-2-ylamino)borazine (C-H3)3N3B3[C2H 5][HN(C2H5)2B3N 3(CH3)3]2 (8) was obtained from the reaction of (CH3S)2(C2H5)B3N 3(CH3)3 with 2 molar equiv of (H2N)(C2H5)2B3N 3(CH3)3. The 2,4,6-tris(borazin-2-ylamino)borazine [(CH3)3N3B3(CH3) 2NH]3B3N3(CH3) 3 (10b) was prepared by the reaction of (ClBNCH3)3 with 3 molar equiv of (LiHN)(CH3)2B3N3(CH 3)3.