The Peroxide Effect in the Addition of Reagents to Unsaturated Compounds. XXIV. The Addition of Hydrogen Iodide to Propene, 1-Bromopropene, Allyl Chloride, and Allyl Bromide

1940 ◽  
Vol 62 (1) ◽  
pp. 81-86 ◽  
Author(s):  
M. S. Kharasch ◽  
James A. Norton ◽  
Frank R. Mayo
Keyword(s):  
Allyl Bromide ◽  
Allyl Chloride ◽  
Hydrogen Iodide ◽  
Unsaturated Compounds

Synthesis of a novel brominated vinylic fatty acid with antileishmanial activity that effectively inhibits the Leishmania topoisomerase IB enzyme mediated by halogen bond formation

2019 ◽  
Vol 91 (8) ◽  
pp. 1405-1416
Author(s):  
Néstor M. Carballeira ◽  
Denisse Alequín ◽  
Leilani M. Lotti Diaz ◽  
Victorio Jauregui Matos ◽  
Leonardo L. G. Ferreira ◽  
...  
Keyword(s):  
Total Synthesis ◽  
Allyl Bromide ◽  
Halogen Bond ◽  
Allyl Chloride ◽  
Phosphate Binding ◽  
Dna Topoisomerase ◽  
Synthetic Compounds ◽  
Topoisomerase Ib ◽  
Independent Mechanism ◽  
Palladium Catalyzed

AbstractMany marine derived fatty acids, mainly from sponges, possess vinylic halogenated moieties (bromine or iodine) but their assessment as antileishmanial candidates remains elusive. In this work, we undertook the first total synthesis of a novel series of 2-allyl-3-halo-2-nonadecenoic acids, which preferentially inhibit theLeishmaniaDNA topoisomerase IB enzyme (LTopIB) over the human topoisomerase IB enzyme (hTopIB). The synthesis of 2-allyl-3-bromo-2E-nonadecenoic acid (1a) and 2-allyl-3-chloro-2E-nonadecenoic acid (2a) was achieved through a palladium catalyzed haloallylation of 2-nonadecynoic acid (2-NDA) using either allyl bromide or allyl chloride in the presence of PdCl2(PhCN)2in 57–83 % overall yields. Among the new halogenated synthetic compounds,1awas the most inhibitory ofLTopIB with an EC50 = 7 μM, while the shorter chain analogs 2-allyl-3-bromo-2E-dodecenoic acid (1b) and 2-allyl-3-chloro-2E-dodecenoic acid (2b), synthesized from 2-dodecynoic acid, were not inhibitory ofLTopIB (EC50 > 100 μM) resulting in the overall order of inhibition1a > 2-NDA > 2a > > 1b ≅ 2b. The acids1aand2ainhibitLTopIB by a Gimatecan-independent mechanism. The enhancedLTopIB inhibition of1awas computationally rationalized in terms of a halogen bond between the bromine in1aand a DNA phosphate (binding energy = − 4.85 kcal/mol). Acid1aalso displayed preferential cytotoxicity towardsLeishmania infantumamastigotes (EC50 = 2.5 μM) overL. infantumpromastigotes (EC50 > 25 μM).

Metalltrifluorphosphin-Komplexe. XXXIX / Metaltrifluorophosphine Complexes. XXXIX

1973 ◽  
Vol 28 (1-2) ◽  
pp. 34-37 ◽  
Author(s):  
Thomas Kruck ◽  
Lothar Knoll
Keyword(s):  
Uv Irradiation ◽  
Mass Spectra ◽  
Allyl Bromide ◽  
Allyl Chloride ◽  
Analogous Reaction ◽  
H Nmr

The UV-irradiation of solutions of allyl jodide and allyl bromide, respectively, and Fe (PF3)5 yields π-allyl-tris(trifluorophosphine)-iron halides, π-C3H5Fe(PF3)3X (X = J, Br). Otherwise, the analogous reaction with allyl chloride yields the diene complexe π-hexa-1.3-diene-tris(trifluorophosphine)-iron (O), π-C6H10Fe(PF3)3. The compounds are characterised by their IR-,1H-NMR-and mass spectra.

Complexes of dichlorosilylene with allyl chloride and allyl bromide: matrix IR spectroscopy and quantum chemical studies

2018 ◽  
Vol 67 (3) ◽  
pp. 425-443 ◽  
Author(s):  
S. E. Boganov ◽  
V. M. Promyslov ◽  
S. S. Rynin ◽  
I. V. Krylova ◽  
G. S. Zaitseva ◽  
...  
Keyword(s):  
Ir Spectroscopy ◽  
Quantum Chemical ◽  
Allyl Bromide ◽  
Allyl Chloride ◽  
Matrix Ir Spectroscopy ◽  
Chemical Studies ◽  
Quantum Chemical Studies

A novel approach for the synthesis of hydrogel nanoparticles and a removal study of reactive dyes from industrial effluent

RSC Advances ◽  
2016 ◽  
Vol 6 (26) ◽  
pp. 21577-21589 ◽  
Author(s):  
Viran P. Mahida ◽  
Manish P. Patel
Keyword(s):  
Allyl Bromide ◽  
Industrial Effluent ◽  
Allyl Chloride ◽  
Reactive Dyes ◽  
Hydrogel Nanoparticles ◽  
Novel Approach ◽  
Isonipecotic Acid

A novel amphoteric monomer, N,N-diallyl carboxypiperidinium bromide (DACPB), has been synthesized by the stepwise condensation of isonipecotic acid to an ester and then with allyl chloride and allyl bromide.

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