Special Feature Organo-Fluorine Chemical Science

Abstract

Inventing the Fluorine FutureFluorine is the 13th most abundant element and, with other fluorine containing functional groups, is a most effective element in biological substances, pharmaceuticals, agrochemicals, liquid crystals, dyes, polymers and a wide range of consumer products. This reflects its resistance to metabolic change due to the strength of the C-F bond providing biological stability and the application of its nonstick-interfacial physical characteristics. Its introduction often remains a synthetic challenge. The widespread use of organofluorines has increased the demand for the development of practical and simple reagents and experimental strategies for the incorporation of fluorine into all types of molecular structures and this was the reasoning behind this special feature on Organo-Fluorine Chemical Science.The contributed articles belong to two broad groups: (i) preparation of fluorine materials, polymers; (ii) the synthesis/applications of organo-fluorine molecules. Fluorine-Fatness-Due to Lack of FitnessTheoretical [1] and experimental observations to explain the molecular origins of fluorocarbon hydrophobicity suggest that the hydrophobicity of a fluorocarbon, whether the interaction with water is as solute or as surface, is due to its "fatness". In solution, the extra work of cavity formation to accommodate a fluorocarbon, compared to a hydrocarbon, is not offset by enhanced energetic interactions with water. The enhanced hydrophobicity of fluorinated surfaces arises because fluorocarbons pack less densely on surfaces leading to poorer van der Waals interactions with water. The interaction of water with a hydrophobic solute/surface is primarily a function of van der Waals interactions and is substantially independent of electrostatic interactions. This independence is primarily due to the strong tendency of water at room temperature to maintain its hydrogen bonding network structure at an interface lacking hydrophilic sites. OPEN ACCESS

Orchestrated approaches using pure shift NMR: Extraction of spectral parameters, ultra‐high resolution, and sensitivity enhancement

“…The substitution of proton by abundant heteroatoms such as fluorine and phosphorous strongly influences the molecular properties due to different electronegativities, lipophilicity, and electrostatic interactions. Specially, the importance of organo-fluorine molecules has been proven in multiple disciplines, such as crystal engineering, [46][47][48] agrochemicals, molecular imaging, [49,50] and most importantly in pharmaceuticals, [51][52][53] where ≈25% of the marketed drugs contains at least one fluorine atom. [53] Analogous to n J HH , the n J HX also provides the information about structure, conformation, and in turn molecular properties.…”

Synthesis of Novel Fluorine Substituted Isolated and Fused Heterobicyclic Nitrogen Systems Bearing 6-(2’-Phosphorylanilido)-1,2,4-Triazin-5-One Moiety as Potential Inhibitor towards HIV-1 Activity

“…It is interesting that fluorine containing aheterocycles bearing functional groups exhibits highly effective in biological process, pharmaceuticals, agrochemicals, polymers and a wide range of consumer products [11]. It reflects its resistance to metabolic change due to the strength of the C-F bond providing biological stability and the application of its nonstick-interfacial physical characteristics [12]- [16].…”

“…Formation of compound 8 from compound 3.groups[33]. Thus, treatment of 3-hydrazino-1,2,4-trizinone 3 with aroylisothiocyanate in boiling non-polar solvent as dioxan yield 3-(5'-aryl-3'-mercapto-1',2',4'-triazol-1'-yl)-6-(5'-fluoro-2'-diphenly phosphorylanilido)-1, 2,4-triazin-5(2H)one(11), while that reaction when carried out in DMF, 3-(3'-aryl-5'-mercapto-1', 2',4'-triazol-1'-yl)-6-(5'-fluoro-2'-di-phenylphosphorylanilido)-1,2,4-trizin-5-(2H) one (12) isolated (Scheme 4). Formation of compounds 11 and 12 starting from compound 3 were outlined in (Scheme 4).…”

Synthesis, Voltammetric and Analytical Applications of Some Fluorine Substituted Spirosteroidalthiazolidin‐4‐one Derivatives of Sulfa Drugs

“…34 The electron-withdrawing and/or electron donating (SO 2 NH 2 & OH) at the terminal chain of 2 a , 5 a and 8 a are most likely increase the delocolization of p electrons over the whole compounds and participated in the cytotoxicity and enhances selectivity resulting in a reasonable increase of potency against organisms. 27,28 The increased lipophilicity facilities the penetration of the compounds into the lipid membrane and blocking the binding sites in the enzymes of microbial cell. Compound 8a exhibited higher activity more than compounds 2a and 5a.…”

“…Introduction of Ar-C-F group in compound 8 a (Scheme 2) led to blue shift of l max due to the high electron-withdrawing effect of Ar-C-F group. 17,18,[27][28][29] ii. IR absorption spectrum of compound 2 a showed presence of polyfunctional groups at n 3529 (OH) confirmed from their 13 CNMR data.…”