Halogenation Using Quaternary Ammonium Polyhalides. XIV. Aromatic Bromination and Iodination of Arenes by Use of Benzyltrimethylammonium Polyhalides–Zinc Chloride System

Abstract

The reaction of arenes with benzyltrimethylammonium tribromide or benzyltrimethylammonium dichloroiodate in acetic acid in the presence of ZnCl2 at room temperature or at 70 °C gave bromo- or iodo-substituted arenes in good yield, respectively.

Highly Efficient Halogenation of Organic Compounds with Halides Catalyzed by Cerium(III) Chloride Heptahydrate Using Hydrogen Peroxide as the Terminal Oxidant in Water

“…Non-catalytic methods using oxidizing reagents Ag 2 SO 4 [67] 74 h (r.t.) 74 NaIO 3 [68] 4 h (r.t.) 65 Na 2 WO 4 10 h (100 8C) -…”

Two-photon absorption and effective broadband optical power limiting properties of a multi-branched chromophore containing 2,3-diarylquinoxalinyl moieties as the electron-pulling units

“…In Scheme 1, compounds 2 and 9 were synthesized by following the established literature processes 23,24 with overall yields of w45% for compound 2 and w35% for compound 9. The synthesis of model chromophore 1 was accomplished via the well-known Heck coupling reaction using compounds 8 and 9 as the major synthons and was obtained in the yield of w66%.…”

“…The reaction mixture was heated up to 110 C under N 2 atmosphere and kept at this temperature by means of an oil bath or a heating mantle for 48 h. The targeted compound was obtained as orange powder in 66% (0.68 g) via column chromatography (SiO 2; eluent: hexane/ethyl acetate¼10/1). 1 123.37 (C 11 ), 122.51 (C 4 ), 120.83 (C 5 ), 119.78 (C 7 ), 119.07 (C 6 0 ), 55.04 (C 13 ), 40.09 (C a ), 31.52 (C b ), 29.57 (C c ), 23.83 (C d ), 22.60 (C e ), 14.08 (C f ); MALDI-TOF MS: [MþH] þ calcd for C 270 H 279 N 13 , 3707.1914;found, 3707.1974. Anal.…”

Aliphatic bromination with tetrabromomethane on immobilized copper complexes

“…Bromination of organic substrates still remains an important method for preparing a broad range of products and intermediates for organic synthesis [1][2][3][4][5][6][7][8][9][10][11][12][13][14][15][16][17][18]. This study is devoted to the design of catalytic systems with covalently attached copper complexes for bromination of alkanes with tetrabromomethane and selection of optimal conditions for these processes using the reaction of decane as an example:…”