Understanding the regioselectivity and reactivity of Friedel-Crafts benzoylation using Parr functions

被引：0
|
作者：
Zeroual, A. [1 ]
Zoubir, M. [1 ]
Hammal, R. [1 ]
Benharref, A. [2 ]
El Hajbi, A. [1 ]
机构：
[1] Chouaib Doukkali Univ, Dept Chem, Phys Chem Lab, Fac Sci, El Jadida, Morocco
[2] Cadi Ayyad Univ, URAC Semlalia Fac Sci 16, Lab Biomol Chem, Nat Subst & React, Marrakech, Morocco
来源：
MOROCCAN JOURNAL OF CHEMISTRY | 2015年 / 3卷 / 02期
关键词：
aromatic substitution; DFT; electrophilicity; nucleophilicity; regioselectivity; Parr functions;
D O I：
暂无
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A theoretical study of the reactivity and regioselectivity of some aromatic compounds in electrophilic aromatic substitution was carried out using density functional theory with B3LYP/6-31G(d). The relative reactivity of these systems was rationalized by means of the global nucleophilicity index. Positional selectivity, namely o, m or p, is predicted by means of the local nucleophilicity indices (Parr functions). The present study shows that the experimental results of the relative reactivity and regioselectivity of these reactions are correctly predicted using Parr functions.
引用
收藏
页码：356 / 360
页数：5
相关论文
共 50 条
  • [41] Striving towards understanding lanthanoid Friedel-Crafts acylation catalysis
    Scott, N
    Deacon, GB
    Appel, W
    RARE EARTHS '98, 1999, 315-3 : 484 - 489
  • [42] Photocrosslinked poly(vinylbenzophenone)-core micelles via mild Friedel-Crafts benzoylation of polystyrene amphiphiles
    Chen, Y
    Tavakley, AE
    Mathiason, TM
    Taton, TA
    JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, 2006, 44 (08) : 2604 - 2614
  • [43] EFFECT OF COMPONENTS AND REACTION CONDITIONS ON FRIEDEL-CRAFTS ACYLATION .1. REACTIVITY OF ALKANOIC AND ALPHA HALOALKANOIC ACID CHLORIDES IN FRIEDEL-CRAFTS REACTION
    BELENKII, LI
    YAKUBOV, AP
    GOLDFARB, YL
    ZHURNAL ORGANICHESKOI KHIMII, 1970, 6 (12): : 2518 - &
  • [44] Efficient Friedel-Crafts benzoylation of aniline derivatives with 4-fluorobenzoyl chloride using copper triflate in the synthesis of aminobenzophenones
    Phuong Hoang Tran
    Huy Quang Phung
    Hansen, Poul Erik
    Hai Ngoc Tran
    Thach Ngoc Le
    SYNTHETIC COMMUNICATIONS, 2016, 46 (10) : 893 - 901
  • [45] Synthesis of Neocannabinoids Using Controlled Friedel-Crafts Reactions
    Millimaci, Alexandra M.
    Trilles, Richard V.
    McNeely, James H.
    Brown, Lauren E.
    Beeler, Aaron B.
    Porco Jr, John A.
    JOURNAL OF ORGANIC CHEMISTRY, 2023, 88 (18): : 13135 - 13141
  • [46] FRIEDEL-CRAFTS AND OXIDATION CATALYSIS USING SUPPORTED REAGENTS
    KYBETT, AP
    CLARK, JH
    LANDON, P
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1990, 199 : 457 - ORGN
  • [47] AROMATIC BROMINATION USING BRF WITH NO FRIEDEL-CRAFTS CATALYST
    ROZEN, S
    BRAND, M
    LIDOR, R
    JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (23): : 5545 - 5547
  • [48] Friedel-crafts acylation of aromatic hydrocarbons using zeolites
    Sreekumar, R
    Padmakumar, R
    SYNTHETIC COMMUNICATIONS, 1997, 27 (05) : 777 - 780
  • [49] Highly selective Friedel-Crafts monoalkylation using micromixing
    Suga, S
    Nagaki, A
    Yoshida, J
    CHEMICAL COMMUNICATIONS, 2003, (03) : 354 - 355
  • [50] An efficient combination of Zr-MOF and microwave irradiation in catalytic Lewis acid Friedel-Crafts benzoylation
    Doan, Tan L. H.
    Dao, Thong Q.
    Tran, Hai N.
    Tran, Phuong H.
    Le, Thach N.
    DALTON TRANSACTIONS, 2016, 45 (18) : 7875 - 7880
12345