• Title/Summary/Keyword: Aryl halides

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Synthesis of p-Phenylene Diacrylic Acid Derivatives by Palladium Catalyzed Vinylation of Aryl Halides. Selective Vinylation of 4-Bromoiodobenzene (할로겐화 아릴 화합물들의 팔라듐 촉매화 비닐화 반응을 이용한 p-Phenylene Diacrylic Acid 유도체들의 합성. 4-Bromoiodobenzene의 선택적인 비닐화반응)

  • Nam Joo Kang;Jong Tae Lee;Jin Il Kim
    • Journal of the Korean Chemical Society
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    • v.30 no.2
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    • pp.237-242
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    • 1986
  • (E,E)-p-Phenylene diacrylic acid derivatives were prepared in moderate to good yields by the palladium catalyzed vinylation of 4-bromoiodobenzene or 4-diiodobenzene with 2 equiv of acrylic acid derivatives in the presence of triethylamine. 4-Diiodobenzene was more reactive than 4-bromoiodobenzene in the above reactions and the reactions were proceeded stereospecifically. (E,E)-p-Phenylene diacrylic acid derivatives and several other 1,4-diolefinic aromatic compounds were also synthesized by utilizing the selective vinylation of 4-bromoiodobenzene.

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Dynamics of Br(2Pj) Formation in the Photodissociation of Bromobenzene

  • Paul, Dababrata;Kim, Hyun-Kook;Hong, Ki-Ryong;Kim, Tae-Kyu
    • Bulletin of the Korean Chemical Society
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    • v.32 no.2
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    • pp.659-663
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    • 2011
  • The photodissociation dynamics of bromobenzene near 234 nm has been investigated using a two-dimensional photofragment ion-imaging technique coupled with a state-selective [2+1] resonance-enhanced multiphoton ionization (REMPI) scheme. The nascent Br atoms are produced by the primary C-Br bond dissociation, which leads to the formation of $C_6H_5$ ($\tilde{X}$) and Br($^2P_j$, j = 1/2, 3/2). The observed translational energy distributions have been fitted by a single Boltzmann function and two Gaussian functions. Trimodal translational energy distributions of Br($^2P_j$) have been assigned to the direct/indirect dissociation mechanisms originating from the initially excited $^3({\pi},{\pi}^*)$ state. The assignments have been confirmed by the recoil anisotropy and distribution width corresponding to the individual components.

Synthesis and Fragmentation Behavior Study of n-alkyl/benzyl Isatin Derivatives Present in Small/Complex Molecules: Precursor for the Preparation of Biological Active Heterocycles

  • Kadi, Adnan A.;Al-Shakliah, Nasser S.;Motiur Rahman, A. F. M.
    • Mass Spectrometry Letters
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    • v.6 no.3
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    • pp.65-70
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    • 2015
  • N-Alkyl/benzyl substituted isatin derivatives are intermediates and synthetic precursors for the preparation of biological active heterocycles. N-alkyl/benzyl isatins have showed various biological activities, such as cytotoxicity, antiviral, caspase inhibition, cannabinoid receptor 2 agonists for the treatment of neuropathic pain, etc. In this study, N-alkyl/benzyl isatin derivatives were synthesized from isatin and alkyl/benzyl halides in presence of K2CO3 in DMF and excellent to quantitative yields (~95%) were obtained. Isatins and benzyl-isatins were condensed with fluorescein hydrazide to form fluorescein hydrazone. All the compounds were subjected to their fragmentation behavior study using LC/MSn. N-Alkyl substituted isatin derivatives fragmented at nitrogen-carbon (N-C) bond, hence gave daughter ion as [RN+H]+. Whereas, N-benzyl substituted isatin derivatives fragmented at carbon-carbon (C-C) bond of alkyl chain which linked with nitrogen molecules, therefore gave N-methyl fragments [RNCH2]+. This study demonstrated that, isatin moiety present in a small/large molecule or in a matrix of reaction mixture with/without N-alkyl/benzyl substituents can be identified by mass spectroscopic fragmentation behavior study.

Carbonylation of Bromobenzyl Bromide Catalyzed by $Co_2(CO)_8(II)$. Selective Synthesis of Alkyl(alkoxymethyl)benzoate (코발트 카르보닐 촉매에 의한 브로모벤질 브로미드의 카르보닐화 (II). 알킬(알콕시메틸)벤조에이트의 선택성 합성)

  • Shim Sang Chul;Doh Chil Hoon;Youn Young Zoo;Cho Chan Sik;Woo Byung Won;Oh Dae Hee
    • Journal of the Korean Chemical Society
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    • v.35 no.1
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    • pp.90-95
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    • 1991
  • A method for the selective syntheses of alkyl (alkoxymethyl)benzoates from halobenzyl halides by two steps in one pot process is described. In the first step, benzyl halide moiety is etherified with alkoxide anion in alcohol by Williamson ether process. In the second step, aryl halide moiety is carbonylated to give alkyl (alkoxymethyl)benzoate with alcohol, Na$_2$CO$_3$, CH$_3$I, and carbon monoxide (1 atm) in the presence of a catalytic amount of Co$_2$(CO)$_8$ in excellent yield.

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