Cationic and radical intermediates in the acid photorelease from aryl sulfonates and phosphates

被引：27
|
作者：
Terpolilli, Marco [1 ]
Merli, Daniele [2 ]
Protti, Stefano [1 ]
Dichiarante, Valentina [1 ]
Fagnoni, Maurizio [1 ]
Albini, Angelo [1 ]
机构：
[1] Univ Pavia, Dept Organ Chem, I-27100 Pavia, Italy
[2] Univ Pavia, Dept Gen Chem, I-27100 Pavia, Italy
来源：
PHOTOCHEMICAL & PHOTOBIOLOGICAL SCIENCES | 2011年 / 10卷 / 01期
关键词：
PHOTOCHEMISTRY; CHEMISTRY; GENERATORS; ARYLATION; ESTERS; OXYGEN;
D O I：
10.1039/c0pp00284d
中图分类号：
Q5 [生物化学]; Q7 [分子生物学];
学科分类号：
071010 ; 081704 ;
摘要：
The irradiation of a series of phenyl sulfonates and phosphates leads to the quantitative release of acidity with a reasonable quantum yield (approximate to 0.2). Products characterization, ion chromatography analysis and potentiometric titration are consistent with the intervening of two different paths in this reaction, viz. cationic with phosphates and (mainly) radical with sulfonates.
引用
收藏
页码：123 / 127
页数：5
相关论文
共 50 条
  • [1] Cationic and radical intermediates in the acid photorelease from aryl sulfonates and phosphates
    Marco Terpolilli
    Daniele Merli
    Stefano Protti
    Valentina Dichiarante
    Maurizio Fagnoni
    Angelo Albini
    Photochemical & Photobiological Sciences, 2011, 10 : 123 - 127
  • [2] Photohomolysis and Photoheterolysis in Aryl Sulfonates and Aryl Phosphates
    Bonesi, Sergio
    Protti, Stefano
    Fagnoni, Maurizio
    CHEMISTRY-A EUROPEAN JOURNAL, 2021, 27 (20) : 6315 - 6323
  • [3] Competing Pathways in the Photogeneration of Didehydrotoluenes from (Trimethylsilylmethyl) aryl Sulfonates and Phosphates
    Crespi, Stefano
    Ravelli, Davide
    Protti, Stefano
    Albini, Angelo
    Fagnoni, Maurizio
    CHEMISTRY-A EUROPEAN JOURNAL, 2014, 20 (52) : 17572 - 17578
  • [4] EFFICIENT PHOTORELEASE OF ATP AND OTHER PHOSPHATES FROM ACETOPHENONE CAGES
    PARK, CH
    GIVENS, RS
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1995, 210 : 444 - ORGN
  • [5] Synthesis of aryl esters of protected amino acids from aryl sulfonates
    Pudhom, K
    Vilaivan, T
    TETRAHEDRON LETTERS, 1999, 40 (32) : 5939 - 5942
  • [6] Metal-free cross-coupling reactions of aryl sulfonates and phosphates through photoheterolysis of aryl-oxygen bonds
    De Carolis, M
    Protti, S
    Fagnoni, M
    Albini, A
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2005, 44 (08) : 1232 - 1236
  • [7] Monitoring Radical Intermediates in Photoactivated Palladium-Catalyzed Coupling of Aryl Halides to Arenes by an Aryl Radical Assay
    Tyerman, Seb
    Mackay, Donald G.
    Clark, Kenneth F.
    Kennedy, Alan R.
    Robertson, Craig M.
    Evans, Laura
    Edkins, Robert M.
    Murphy, John A.
    ACS CATALYSIS, 2024, 15 (02): : 917 - 927
  • [8] RADICAL INTERMEDIATES IN REACTION OF TRITYL ESTERS WITH ARYL GRIGNARD REAGENTS
    BELL, MD
    BERLIN, KD
    DOSS, NL
    LEIVO, WJ
    MITCHELL, ED
    SHUPE, RD
    WALLER, GR
    CHEMICAL COMMUNICATIONS, 1968, (11) : 624 - &
  • [9] Generation of reactive aryl radical intermediates in the reductive photodehalogenation of itraconazole
    Nardi, Giacomo
    Luisa Marin, M.
    de Souza, Pierre A.
    Lhiaubet-Vallet, Virginie
    Miranda, Miguel A.
    RSC ADVANCES, 2014, 4 (06) : 2687 - 2693
  • [10] BRIDGED RADICAL INTERMEDIATES OF ARYL[1,2] REARRANGEMENTS
    YAMABE, S
    CHEMISTRY LETTERS, 1989, (09) : 1523 - 1526
12345