Widening the scope of the corrole sulfonation

2015 ◽  
Vol 19 (06) ◽  
pp. 735-744 ◽  
Author(s):  
Mario Luigi Naitana ◽  
Sara Nardis ◽  
Sara Lentini ◽  
Daniel O. Cicero ◽  
Roberto Paolesse
Keyword(s):  
Main Product ◽  
Chlorosulfonic Acid ◽  
Reagent Ratio ◽  
Potential Applications ◽  
Acid Reagent ◽  
Disubstituted Product ◽  
Derivatives Of

The sulfonation reaction has been particularly useful to prepare amphiphilic derivatives of 5,10,15-tris(pentafluorophenyl)corrole, but it has been limited to this corrole. We have studied the scope of this reaction, using 5,10,15-triphenylcorrole as the prototypical example of corrole structure. The reaction protocol has been modified to avoid the corrole aggregation, which limited its reactivity in the neat chlorosulfonic acid. Surprisingly, the reaction shows an unprecedented regioselectivity for corrole derivatives, affording 3 as the main product, but also corrole 5, which is the first example of monosubstituted corrole on pyrrole B. By modulating the corrole:chlorosulfonic acid reagent ratio, it has been possible to obtain the antipodal disubstituted product 6, demonstrating again a not usual regioselectivity for corrole substitution. These results allow the preparation of novel amphiphilic corrole derivatives, which open up their potential applications in different fields.

scholarly journals Synthesis and coordination chemistry of cyclic seleno- and telluroureas

2018 ◽  
Vol 4 (1) ◽  
Author(s):  
Jamie S. Ritch
Keyword(s):  
Coordination Chemistry ◽  
Chemical Reactivity ◽  
Synthetic Methods ◽  
Materials Chemistry ◽  
Carbene Ligands ◽  
Potential Applications ◽  
Derivatives Of

Abstract Chalcogenated derivatives of N-heterocyclic carbene ligands have received increasing attention due to their diverse chemical reactivity and potential applications in fields such as medicine and materials chemistry. This chapter summarizes the synthetic methods for the preparation of cyclic heavy chalcogenoureas featuring heterocyclic cores and explores their diverse coordination chemistry with p- and d-block metals.

RNAIII Inhibiting Peptide (RIP) and Derivatives as Potential Tools for the Treatment of S. aureus Biofilm Infections

2019 ◽  
Vol 18 (24) ◽  
pp. 2068-2079 ◽  
Author(s):  
Michele Ciulla ◽  
Antonio Di Stefano ◽  
Lisa Marinelli ◽  
Ivana Cacciatore ◽  
Giuseppe Di Biase
Keyword(s):  
Medical Devices ◽  
Biofilm Formation ◽  
Heart Valves ◽  
Cell Communication ◽  
Antibiofilm Activity ◽  
Host Immune System ◽  
Excellent Growth ◽  
Potential Applications ◽  
Novel Strategy ◽  
Derivatives Of

S. aureus under the biofilm mode of growth is often related to several nosocomial infections, more frequently associated with indwelling medical devices (catheters, prostheses, portacaths or heart valves). As a biofilm, the biopolymer matrix provides an excellent growth medium, increasing the tolerance to antibiotics and host immune system. To date, the antimicrobial therapy alone is not effective. A novel strategy to prevent biofilm formation is based on the interference with the bacterial cell–cell communication, a process known as quorum sensing (QS) and mediated by the RNA-III-activating peptide (RAP) and its target protein TRAP (Target of RAP). The RNAIII inhibiting peptide (RIP) is able to inhibit S. aureus pathogenesis by disrupting QS mechanism competing with RAP, thus inhibiting the phosphorylation of TRAP. This alteration leads to a reduced adhesion and to the inhibition of RNAIII synthesis, with the subsequent suppression of toxins synthesis. The present paper will provide an overview on the activity and potential applications of RIP as biofilm inhibiting compound, useful in the management of S. aureus biofilm infections. Moreover, medicinal chemistry strategies have been examined to better understand which modifications and/or structure alterations were able to produce new derivatives of this QS inhibitor with an improved antibiofilm activity.

Synthesis and spreading behaviour of some reactive derivatives of long-chain alcohols and carboxylic acids

1984 ◽  
Vol 62 (3) ◽  
pp. 574-579 ◽  
Author(s):  
David A. Holden
Keyword(s):  
Mass Spectrometry ◽  
Fatty Acids ◽  
Surface Activity ◽  
Azo Compounds ◽  
Single Chain ◽  
Bulk Solid ◽  
Potential Applications ◽  
Curing Agents ◽  
Derivatives Of ◽  
Long Chain

Procedures are described for the synthesis of several azides, diimides, and azodiformates from long-chain alcohols and fatty acids. These reactive compounds have potential applications as thermal and photochemical curing agents, and as surface-modifying agents for the preparation of filled plastics and chromatographic packings. The surface activity of the compounds was characterized by investigations of their spreading behaviour in monolayers on water. Unlike the single-chain azides and azo compounds, which give well-defined monolayers at all temperatures, monolayers of diacyl diimides and dialkyl azodiformates with two long-chain substituents are unstable with respect to collapse to the bulk solid. The photoreaction of monolayers of octadecanoyl azide to give a mixture of products derived from an intermediate isocyanate was demonstrated by ir and mass spectrometry.

Mini-Review: “Ball-Type Phthalocyanines”: Similarities and Differences from Mono Phthalocyanines

2019 ◽  
Vol 16 (5) ◽  
pp. 410-421
Author(s):  
Emre Y. Göl ◽  
Engin Karabudak
Keyword(s):  
Electronic Spectra ◽  
Potential Application ◽  
Solid Phase ◽  
Water Soluble ◽  
Synthesis Methods ◽  
Central Metal ◽  
Parent Molecule ◽  
Metal Atoms ◽  
Potential Applications ◽  
Derivatives Of

Ball-type phthalocyanines are recently synthesized binuclear derivatives of the widely known phthalocyanine molecule. In the ball-type Pc molecule, two cofacially arranged Pc rings have four bridged substituents on the peripheral positions of benzenes. Due to their cofacially arranged phthalocyanine rings and, strong intramolecular and intermolecular interactions, ball-type phthalocyanines have different properties than their parent molecule and these structures have many potential application areas. This review describes three different synthesis methods of ball-type phthalocyanines; synthesis in the solvent, synthesis in solid, and synthesis under microwave irradiation. The synthesis that occurs in the shortest time with the highest yield is the synthesis in the solid phase. General differences between a ball-type phthalocyanine and a monophthalocyanine, such as differences in electronic spectra and effects of cofacial arrangement and central metal atoms, are also discussed. The shape of the Q-bands indicates the differences in electronic spectra. In ball-type Pcs, the Q-bands are broad and have poor resolution. Some potential applications, such as gas sensors, NLO devices, potential usage in photodynamic therapy and artificial photosynthesis of ball-type phthalocyanines are also mentioned. Ball-type Pcs can be used as a sensor for gases such as; CO2, CO, SO2, VOC. A novel water-soluble ball-type Pc may have potential application in PDT. Finally, we consider future prospects of these molecules.

Tensor Invariants for Gravitational Curvatures

2021 ◽  
Author(s):  
Xiao-Le Deng ◽  
Wen-Bin Shen ◽  
Meng Yang ◽  
Jiangjun Ran
Keyword(s):  
Gravity Field ◽  
Gravity Gradient ◽  
Additional Information ◽  
Tensor Invariants ◽  
Global Gravity ◽  
Potential Applications ◽  
Gravitational Curvatures ◽  
Definition Of ◽  
Elemental Mass ◽  
Derivatives Of

<p>The tensor invariants (or invariants of tensors) for gravity gradient tensors (GGT, the second-order derivatives of the gravitational potential (GP)) have the advantage of not changing with the rotation of the corresponding coordinate system, which were widely applied in the study of gravity field (e.g., recovery of global gravity field, geophysical exploration, and gravity matching for navigation and positioning). With the advent of gravitational curvatures (GC, the third-order derivatives of the GP), the new definition of tensor invariants for gravitational curvatures can be proposed. In this contribution, the general expressions for the principal and main invariants of gravitational curvatures (PIGC and MIGC denoted as I and J systems) are presented. Taking the tesseroid, rectangular prism, sphere, and spherical shell as examples, the detailed expressions for the PIGC and MIGC are derived for these elemental mass bodies. Simulated numerical experiments based on these new expressions are performed compared to other gravity field parameters (e.g., GP, gravity vector (GV), GGT, GC, and tensor invariants for the GGT). Numerical results show that the PIGC and MIGC can provide additional information for the GC. Furthermore, the potential applications for the PIGC and MIGC are discussed both in spatial and spectral domains for the gravity field.</p>

Optically active derivatives of terephthalic acid: four crystal structures from two powder patterns

2018 ◽  
Vol 74 (3) ◽  
pp. 248-255 ◽  
Author(s):  
Vladimir V. Veselovsky ◽  
Antonina V. Lozanova ◽  
Vera I. Isaeva ◽  
Anna A. Lobova ◽  
Andrew N. Fitch ◽  
...  
Keyword(s):  
Crystal Structures ◽  
Terephthalic Acid ◽  
Density Functional ◽  
Optically Active ◽  
Functional Theory ◽  
Asymmetric Catalysts ◽  
Potential Applications ◽  
Powder Samples ◽  
Metal Organic ◽  
Derivatives Of

A novel important class of nanoporous crystalline solids, metal–organic frameworks (MOFs), composed of organic ligands (linkers) and metal ions, is now considered as a platform for the development of various functional hybrid materials. In order to design new MOF-based asymmetric catalysts, two terephthalic acid derivatives, namely 2-{[1-(1-tert-butoxycarbonyl)-L-prolyl]amino}terephthalic acid, C18H22N2O7, (1), and 2-(L-prolylamino)terephthalic acid, C13H14N2O5, (2), which could find potential applications as chiral linkers for the construction of enantioselective MOFs, were synthesized and their powder samples were measured at synchrotron station ID22 (ESRF). Each sample contained two unknown crystalline phases, so four new crystal structures were determined, namely, the 2.24-hydrate of (1), (1a) (space groupC2221), and the 2.08-hydrate of (1), (1b) (P2221), which are crystallohydrates, and two polymorphs of (2),i.e.(2a) (C2221) and (2b) (P212121), and were validated with DFT-d (dispersion-corrected density functional theory) optimizations.

Nitration of 3,4-Dimethylacetophenone and 3,4-Dimethylbenzophenone. Formation and Rearomatization of Adducts

1975 ◽  
Vol 53 (11) ◽  
pp. 1570-1578 ◽  
Author(s):  
Alfred Fischer ◽  
Colin Campbell Greig ◽  
Rolf Röderer
Keyword(s):  
Acetic Acid ◽  
Acetic Anhydride ◽  
Nitro Group ◽  
Nitrous Acid ◽  
Main Product ◽  
Intermediate Formation ◽  
Nitro Derivatives ◽  
Acidic Conditions ◽  
Cis And Trans ◽  
Derivatives Of

Nitration of 3,4-dimethylacetophenone in acetic anhydride gives a mixture of cis-and trans-2-acetyl-4,5-dimethyl-4-nitro-1,4-dihydrophenyl acetate as the main product, together with 3,4-dimethyl-2-, 3,4-dimethyl-5-, and 3,4-dimethyl-6-nitroacetophenone. Analogous products are obtained from 3,4-dimethylbenzophenone. Rearomatization of the adducts under mildly acidic conditions occurs via 1,4-elimination of nitrous acid to form 2-acetyl- and 2-benzoyl-4,5-dimethylphenyl acetate, respectively. In strongly acidic conditions elimination of acetic acid accompanied by 1,2- and 1,3-shifts of the nitro group occurs to form the 2- and 5-nitro derivatives of the parent ketones. The rearomatization to the nitro derivatives involves the intermediate formation of an ipso-cyclohexadienyl cation which may be trapped by anisole or mesitylene to form biphenyl derivatives.

scholarly journals Preparation and Uses of Chlorinated Glycerol Derivatives

Molecules ◽  
2020 ◽  
Vol 25 (11) ◽  
pp. 2511
Author(s):  
Anna Canela-Xandri ◽  
Mercè Balcells ◽  
Gemma Villorbina ◽  
Paul Christou ◽  
Ramon Canela-Garayoa
Keyword(s):  
Crude Glycerol ◽  
Microbial Growth ◽  
Biodiesel Production ◽  
Growth Media ◽  
Glycerol Production ◽  
Animal Fats ◽  
Potential Applications ◽  
Cyclic Compounds ◽  
Derivatives Of ◽  
Economical Alternative

Crude glycerol (C3H8O3) is a major by-product of biodiesel production from vegetable oils and animal fats. The increased biodiesel production in the last two decades has forced glycerol production up and prices down. However, crude glycerol from biodiesel production is not of adequate purity for industrial uses, including food, cosmetics and pharmaceuticals. The purification process of crude glycerol to reach the quality standards required by industry is expensive and dificult. Novel uses for crude glycerol can reduce the price of biodiesel and make it an economical alternative to diesel. Moreover, novel uses may improve environmental impact, since crude glycerol disposal is expensive and dificult. Glycerol is a versatile molecule with many potential applications in fermentation processes and synthetic chemistry. It serves as a glucose substitute in microbial growth media and as a precursor in the synthesis of a number of commercial intermediates or fine chemicals. Chlorinated derivatives of glycerol are an important class of such chemicals. The main focus of this review is the conversion of glycerol to chlorinated derivatives, such as epichlorohydrin and chlorohydrins, and their further use in the synthesis of additional downstream products. Downstream products include non-cyclic compounds with allyl, nitrile, azide and other functional groups, as well as oxazolidinones and triazoles, which are cyclic compounds derived from ephichlorohydrin and chlorohydrins. The polymers and ionic liquids, which use glycerol as an initial building block, are highlighted, as well.

Chemical Constituents of Corchorus capsuJaris and C. olitorius (Jute Plant), III. Structure of Corosin

1974 ◽  
Vol 29 (5-6) ◽  
pp. 209-221 ◽  
Author(s):  
M. Manzoor-i-Khuda ◽  
Gerhard Habermehl
Keyword(s):  
Acetic Acid ◽  
Double Bond ◽  
Carbon Atom ◽  
Sulphuric Acid ◽  
Main Product ◽  
Chemical Constituents ◽  
Dioic Acid ◽  
Acetate Ester ◽  
Acid Reagent

Corosin (8; R = R1 = H) has been reisolated through a modified procedure, as its acetate (8; R=H, R1 = Ac), in an overall yield of 0.2% from jute roots. On pyrolysis in vacuo, corosin gave pyro corosin (1a; R1 = OH, R2= COOH, R3 = R5 = H, R4 = R6 = Me), shown to have a 12:18 (17) di-ene formed by elimination of the 19-OH and the angular C-28 carboxyl in the molecule. On rearrangement with concentrated sulphuric acid in acetic acid, corosin acetate gave corosin anhydro lactone acetate (7; R1 = Ac, R = H), having a 13(18) double bond and a lactone bridge between the 28-carboxyl and the 20-carbon atom. Corosin acetate ester (8; R = Me, R 1 = Ac), on treatment with sulphuric-acetic acid reagent, gave as the main product anhydro corosin acetate ester (7; R = Me, R1= A c), with a 12:18(19)-diene. The structure of corosin is proposed to be urs-12-ene-2α, 3β, 19α-trihydroxy-24, 28-dioic acid (8; R = R1= H).

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