THE NUCLEAR MAGNETIC RESONANCES OF CARBAZOLE DERIVATIVES

In this paper, 1H, 13C nuclear magnetic resonance （NMR） data of 14 carbazolc derivativesand 13C spin-lattice relaxation time of some derivatives are presented. The theoretical 1HNMR spectra of the carbazole ring protons in the 14 derivatives are calculated to matchthe experimental spectra by NMRCAL program. The effects of the carbazole ring on thechemical shifts of the protons and carbons of the R-group are discussed. The substituenteffects of carbazole ring on the α-H, β-H, α-C, β-C and v-C of the R-group are estimated. Itis found the the 1JCH of CH2 bonded to N in the R=--CH2--R’(R’=CnH2n+1),--CH2--O,--CH2--CH2--Br and--CH2--CH=CH2 derivatives are additive and can be expressed by 1JCH=8x+8y+8z,where 8x, 8y and εz are respectively the contributions of substituents x, y and z to 1JCH.

A Fluorescent Probe based on a Carbazole Derivative for Detecting Brilliant Blue in Food

Here a fluorescent probe based on a carbazole derivative(CNS)was developed to increase the detection range and reduce the detection limit of brilliant blue.Characteristics of CNS are studied.Due to the quenching ability of colorants,CNS shows an excellent current response to brilliant blue(from 1 to 10μM)with a detection limit of 2.7×10^(-8)mol/L(3σ/k)in the conditions of a 1:1 volume ratio of water to tetrahydrofuran.And the stability and reproducibility of CNS in the detection of actual samples indicate great potential for application.

Synthesis and Crystal Structure of 3,6-Bis(4,4,4-trifluorobutane-1,3-dione)-9-n-butylcarbazole

A novel bis（β-diketonate） derivate, 3,6-bis（4,4,4-trifluorobutane-1,3-dione）-9-n- butylcarbazole 1, was synthesized and structurally characterized by single-crystal X-ray diffrac- tion. The crystal belongs to the monoclinic system, space group P2 1/c with a = 10.961（6）, b = 22.942（13）, c = 9.408（6）A, α = 90, β = 109.663（9）, y = 90°, V = 2228（2）A^3, Z = 4, Dc = 1.489 g/cm^3, C24H19F6NO4, Mr = 499.40, F（000） = 1024 and μ = 0.134 mm^-1. The structure was refined to the final R = 0.0699 and wR = 0.1627 for 3744 independent reflections （Rint = 0.1288） and 1349 observed reflections （I 〉 2σ（I））. Compound 1 consists of carbazole unit and two terminal diketonate groups, in which carbazole and its two adjacent diketonate rings are almost coplanar. Moreover, compound 1 was characterized with IR, elemental analysis, IH NMR, MS, electronic absorption, and single-photon fluorescence.

Carbazole and tetrahydro-carboline derivatives as dopamine D_(3) receptor antagonists with the multiple antipsychotic-like properties

Dopamine D_(3) receptor(D_(3)R)is implicated in multiple psychotic symptoms.Increasing the D_(3)R selectivity over dopamine D_2 receptor(D_2R)would facilitate the antipsychotic treatments.Herein,novel carbazole and tetrahydro-carboline derivatives were reported as D_(3)R selective ligands.Through a structure-based virtual screen,ZLG-25(D_(3)R K_i=685 nmol/L;D_2R K_i>10,000 nmol/L)was identified as a novel D_(3)R selective bitopic ligand with a carbazole scaffold.Scaffolds hopping led to the discovery of novel D_(3)R-selective analogs with tetrahydro-β-carboline or tetrahydro-γ-carboline core.Further functional studies showed that most derivatives acted as h D_(3)R-selective antagonists.Several lead compounds could dose-dependently inhibit the MK-801-induced hyperactivity.Additional investigation revealed that 23j and 36b could decrease the apomorphine-induced climbing without cataleptic reaction.Furthermore,36b demonstrated unusual antidepressant-like activity in the forced swimming tests and the tail suspension tests,and alleviated the MK-801-induced disruption of novel object recognition in mice.Additionally,preliminary studies confirmed the favorable PK/PD profiles,no weight gain and limited serum prolactin levels in mice.These results revealed that 36b provided potential opportunities to new antipsychotic drugs with the multiple antipsychotic-like properties.

Synthesis,Crystal Structure and Density Functional Theory Studies of 9-Hexyl-3-((pyridin-4-yl)vinyl)-9H-carbazol

A novel pyridine derivate, 9-hexyl-3-（（pyridin-4-yl）vinyl）-9H-carbazole, was synthesized and characterized by 1H NMR spectra and X-ray diffraction analysis. The complex crystallizes in monoclinic, space group P21/n with a = 9.111（5）, b = 8.239（5）, c = 26.835（5） A, β = 95.340（5）°, Mr = 354.48, V = 2005.6（17） A3, Z = 4, Dc = 1.174 g/cm3,μ = 0.068 mm^-1, F（000） = 760, R = 0.0565 and wR = 0.1550 for 12635 observed reflections （I 〉 2σ（I））. Density functional theory （DFT） calculations were carried out to interpret its UV-Vis spectra, and the results are in agreement with the available experiments.

CHARGE TRANSFER POLYMERIZATION——THE POLYMERIZATION OF ACRYLONITRILE INITIATED BY CARBAZOLE AND ITS DERIVATIVES

The photopolymerization of acrylonitrile (AN) initited by aromatic tertiary amine, phenothiazine, diphenylsulfide triphenylphosphine, etc. are known to proceed by a charge transfer process with the formation of an exciplex. Recently we have briefly reported that the N-vinylcarbazole (VCZ) is an excellent photoinitiator for AN polymeriza-

Acidichromism in the Mixed Langmuir-Blodgett Films of Stearic Acid with a Carbazole-containing Schiff Base

A new Schiff base containing carbazole group (CzSB) was synthesized. Although the compound can not form stable monolayer at air/water interface itself, it does form stable monolayers by mixing with stearic acids as verified from the surface pressure area measurements. The mixed monolayers can be deposited by vertical dipping method. UV Spectroscopic studies of the mixed LB films reveal a broadening and red shift of the absorption spectra compared to those of CzSB in the ethanol solution, which confirms the formation of organized aggregates of the compounds in the mixed LB films. An ordered LB film was obtained as confirmed by using low angle X ray diffraction. The mixed LB film shows acidichromism, that is, the colors of the LB films can be reversibly changed upon exposing to HCl and NH 3 gas alternatively. On the basis of FT IR measurement, it is proposed that the protontation of the imine group in the compound is the reason for the acidichromism.

Oxygen-promoted Pd/C-catalyzed Suzuki–Miyaura reaction of potassium aryltrifluoroborates

A simple and highly efficient protocol has been developed for the Pd/C-catalyzed ligand-free Suzuki- Miyaura reaction of potassium aryltrifluoroborates. In this catalytic system, the results demonstrate that oxygen plays a positive role in the cross-coupling reaction. In addition, this catalytic system could be successfully applied to synthesize biaryl compounds containing a carbazole moiety and the catalyst was recycled seven times without significant loss of catalytic activitv.

Syntheses of New Functionalized Monomers for π-Conjugated Polymers

1 Results Tailored monomers based on the activated esters of 2,5-dibromobenzoic (sulfonic) acid derivatives, the 3-substituted 2,5-dibromothiophenes, the 9-substituted 2,7-dibromocarbazoles, and on the brominated 1,10-phenanthrolines suitable for Suzuki, Yamamoto or Grignard metathesis (GRIM) coupling reactions were synthesized and characterized by melting point, elemental analysis, 1H NMR, FTIR and TLC. The Horner-Wadsworth-Emmons reaction mechanism was utilized for the preparation of the 3-[2-(pyren-1...

Hole-Selective Contact with Molecularly Tailorable Reactivity for Passivating High-Performing Inverted Perovskite Solar Cells

The precisely customizable attributes of self-assembled monolayers(SAMs)molecules at the atomic level hold the potential to facilitate efficient hole selection and interface passivation simultaneously.However,the correlation between the exposure of passivating groups on the surface and device performance remains unexplored.Herein,we introduce two newly designed SAM molecules,Cbz2S and Cbz2SMe,incorporating cyclic disulfide or two flanking thiomethyls by modifying the 4,5-position of carbazole to adjust the Lewis basicity of the SAM-modified surface.Despite possessing suitable energetic alignment,Cbz2S with more-exposed sulfur atoms exhibited inferior device performance due to excessive reactivity,leading to an overpopulation of PbI2 crystallites at the buried perovskite interface.In contrast,the screening effect from the methyl groups of Cbz2SMe optimized SAM reactivity,exquisitely integrating buried interface passivation and hole selection together.Consequently,the champion inverted perovskite solar cell(PSC)employing Cbz2SMe achieved an impressive power conversion efficiency of 24.42%,accompanied by prolonged stability.This work demonstrates the feasibility of incorporating Lewis-basic passivation groups into SAM molecules and elucidates the relationship between the reactivity of SAM passivation groups and device performance.These findings provide valuable insights for the design of novel multifunctional SAM molecules,further advancing the performance of PSCs.