THE PHOTOCHEMISTRY OF DIPHENYLIODONIUM HALIDES - EVIDENCE FOR REACTIONS FROM SOLVENT-SEPARATED AND TIGHT ION-PAIRS

被引：30
|
作者：
HACKER, NP
LEFF, DV
DEKTAR, JL
机构：
[1] IBM Research Division, Almaden Research Center, San Jose, California 95120-6099
来源：
JOURNAL OF ORGANIC CHEMISTRY | 1991年 / 56卷 / 07期
关键词：
D O I：
10.1021/jo00007a005
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Diphenyliodonium halides exist as tight ion pairs in acetonitrile, and photolysis gives almost exclusively iodobenzene by a homolytic cleavage reaction from a charge transfer excited state, whereas in aqueous acetonitrile the ion pairs are solvent separated and photolysis gives substantial amounts of 2-, 3-, and 4-iodobiphenyls, in addition to iodobenzene, by an initial heterolytic cleavage.
引用
收藏
页码：2280 / 2282
页数：3
相关论文
共 50 条
  • [1] THE PHOTOCHEMISTRY OF DIPHENYLIODONIUM HALIDES - EVIDENCE FOR REACTIONS FROM SOLVENT SEPARATED AND TIGHT ION-PAIRS
    HACKER, NP
    LEFF, DV
    DEKTAR, JL
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1991, 201 : 357 - ORGN
  • [2] CONTACT AND SOLVENT-SEPARATED RADICAL ION-PAIRS IN ORGANIC-PHOTOCHEMISTRY
    MATTAY, J
    VONDENHOF, M
    TOPICS IN CURRENT CHEMISTRY-SERIES, 1991, 159 : 219 - 255
  • [3] CARBANIONS AND SOLVENT-SEPARATED ION-PAIRS IN REACTION OF FLUORENYLLITHIUM WITH ALKYL-HALIDES
    SOLOVYANOV, AA
    DEMYANOV, PI
    BELETSKAYA, IP
    REUTOV, OA
    BULLETIN OF THE ACADEMY OF SCIENCES OF THE USSR DIVISION OF CHEMICAL SCIENCE, 1975, 24 (10): : 2251 - 2252
  • [4] SOLVENT EXTRUSION - A PATHWAY FROM SOLVENT SEPARATED ION-PAIRS TO TIGHT ION-PAIRS
    BIGOT, B
    SALEM, L
    INORGANICA CHIMICA ACTA-ARTICLES, 1980, 40 (02): : X95 - X95
  • [5] CONTACT AND SOLVENT-SEPARATED GEMINATE RADICAL ION-PAIRS IN ELECTRON-TRANSFER PHOTOCHEMISTRY
    GOULD, IR
    YOUNG, RH
    MOODY, RE
    FARID, S
    JOURNAL OF PHYSICAL CHEMISTRY, 1991, 95 (05): : 2068 - 2080
  • [6] PICOSECOND DYNAMICS OF CONTACT ION-PAIRS AND SOLVENT-SEPARATED ION-PAIRS IN THE PHOTOSOLVOLYSIS OF DIPHENYLMETHYL CHLORIDE
    PETERS, KS
    LI, BL
    JOURNAL OF PHYSICAL CHEMISTRY, 1994, 98 (02): : 401 - 403
  • [7] SOLVENT-SEPARATED ION PAIRS OF CARBANIONS
    HOGENESC.TE
    SMID, J
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1965, 87 (03) : 669 - &
  • [8] FORMATION OF SOLVENT-SEPARATED ION-PAIRS IN CALIXARENE ESTER-ALKALI PICRATE COMPLEXES
    ARIMURA, T
    KUBOTA, M
    MATSUDA, T
    MANABE, O
    SHINKAI, S
    BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1989, 62 (05) : 1674 - 1676
  • [9] PROTON-TRANSFER IN WATER POLYMERS AS A MODEL FOR INTIME AND SOLVENT-SEPARATED ION-PAIRS
    CONTRERAS, R
    GOMEZJERIA, JS
    JOURNAL OF PHYSICAL CHEMISTRY, 1984, 88 (09): : 1905 - 1908
  • [10] GEOMETRY AND ELECTRONIC-STRUCTURE OF INTIMATE AND SOLVENT-SEPARATED ION-PAIRS OF FLUOROMETHANE IN WATER
    CREMASCHI, P
    GAMBA, A
    SIMONETTA, M
    JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2, 1977, (02): : 162 - 166
12345