Pd(II)-Catalyzed Hydroxylation of Arenes with 1 atm of O2 or Air

被引:380
|
作者
Zhang, Yang-Hui [1 ]
Yu, Jin-Quan [1 ]
机构
[1] Scripps Res Inst, Dept Chem, La Jolla, CA 92037 USA
基金
美国国家科学基金会;
关键词
C-H BONDS; OXYGEN INSERTION; OXIDATION; BENZOQUINONE; ACTIVATION; PEROXIDES; COMPLEXES; MECHANISM; DIOXYGEN; METHANOL;
D O I
10.1021/ja907198n
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Pd(II)-catalyzed ortho-hydroxylation of variously substituted benzoic acids under 1 atm of O-2 or air is achieved under nonacidic conditions. Extensive labeling studies support a direct oxygenation of aryl C-H bonds with molecular oxygen.
引用
收藏
页码:14654 / +
页数:3
相关论文
共 50 条
  • [41] Poly[[triaquazinc(II)]-μ3-4-nitro-phalato-κ3O1:O2:O2′]
    Guo, Ming-Lin
    Guo, Chen-Hu
    ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 2007, 63 : M595 - M597
  • [42] Pd(II)-Catalyzed para-Selective C-H Arylation of Monosubstituted Arenes
    Wang, Xisheng
    Leow, Dasheng
    Yu, Jin-Quan
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2011, 133 (35) : 13864 - 13867
  • [43] Pd(II)-Catalyzed C-H Acylation of (Hetero)arenes-Recent Advances
    Santiago, Carlos
    Sotomayor, Nuria
    Lete, Esther
    MOLECULES, 2020, 25 (14):
  • [44] Peroxide-Free Pd(II)-Catalyzed Ortho Aroylation and Ortho Halogenation of Directing Arenes
    Santra, Sourav Kumar
    Banerjee, Arghya
    Mohanta, Prakash Ranjan
    Patel, Bhisma K.
    JOURNAL OF ORGANIC CHEMISTRY, 2016, 81 (14): : 6066 - 6074
  • [45] Direct oxidative coupling of benzenes with acrylonitriles to cinnamonitriles catalyzed by Pd(OAc)2/HPMoV/O2 system
    Obora, Yasushi
    Okabe, Yoshihisa
    Ishii, Yasutaka
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2010, 8 (18) : 4071 - 4073
  • [46] Spin-orbit effect in the energy pooling reaction O2(a 1Δ)+O2(a 1Δ)→O2(b 1Σ)+O2(X 3Σ)
    Lu, Rui-Feng
    Zhang, Pei-Yu
    Chu, Tian-Shu
    Xie, Ting-Xian
    Han, Ke-Li
    JOURNAL OF CHEMICAL PHYSICS, 2007, 126 (12):
  • [47] Pd-Catalyzed Aerobic Oxidative Coupling of Arenes: Evidence for Transmetalation between Two Pd(II)-Aryl Intermediates
    Wang, Dian
    Izawa, Yusuke
    Stahl, Shannon S.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2014, 136 (28) : 9914 - 9917
  • [48] Pd-Catalyzed [2+2+1] Coupling of Alkynes and Arenes: Phenol Diazonium Salts as Mechanistic Trapdoors
    Schmidt, Bernd
    Berger, Rene
    Kelling, Alexandra
    Schilde, Uwe
    CHEMISTRY-A EUROPEAN JOURNAL, 2011, 17 (25) : 7032 - 7040
  • [49] The monoclinic polymorph of catena-poly[[diaquamanganese(II)]-μ-oxalato-κ4O1,O2:O1′,O2′]
    Soleimannejad, Janet
    Aghabozorg, Hossein
    Hooshmand, Shabnam
    Ghadermazi, Mohammad
    Gharamaleki, Jafar Attar
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2007, 63 : M2389 - U1294
  • [50] Direct hydroxylation of aromatics with a mixture of H2 and O2 gases over Fe- and Pd-incorporated zeolites
    Hwang, JS
    Lee, CW
    Ahn, DH
    Chai, HS
    Park, SE
    RESEARCH ON CHEMICAL INTERMEDIATES, 2002, 28 (06) : 527 - 535