HEATS OF FORMATION OF 1,3-DIOXOLENIUM IONS FROM ORTHO ESTER PRECURSORS IN SULFURIC-ACID-SOLUTION - METHYL VS PHENYL SUBSTITUTION AT THE PRO-ACYL CARBON-ATOM

被引:12
作者
BURT, RA
CHAMBERS, CA
CHIANG, Y
HILLOCK, CS
KRESGE, AJ
LARSEN, JW
机构
[1] UNIV TORONTO,DEPT CHEM,SCARBOROUGH M1C 1A4,ONTARIO,CANADA
[2] UNIV TENNESSEE,DEPT CHEM,KNOXVILLE,TN 37916
关键词
D O I
10.1021/jo00188a022
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
引用
收藏
页码:2622 / 2624
页数:3
相关论文
共 12 条
  • [1] ORTHO-ESTER HYDROLYSIS - DIRECT EVIDENCE FOR A 3-STAGE REACTION-MECHANISM
    AHMAD, M
    BERGSTROM, RG
    CASHEN, MJ
    CHIANG, Y
    KRESGE, AJ
    MCCLELLAND, RA
    POWELL, MF
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1979, 101 (10) : 2669 - 2677
  • [2] ORTHO ESTER HYDROLYSIS - COMPLETE REACTION-MECHANISM
    AHMAD, M
    BERGSTROM, RG
    CASHEN, MJ
    KRESGE, AJ
    MCCLELLAND, RA
    POWELL, MF
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1977, 99 (14) : 4827 - 4829
  • [3] SOLVENT EFFECTS IN ORGANIC CHEMISTRY .V. MOLECULES IONS AND TRANSITION STATES IN AQUEOUS ETHANOL
    ARNETT, EM
    BENTRUDE, WG
    BURKE, JJ
    DUGGLEBY, PM
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1965, 87 (07) : 1541 - +
  • [4] ARNETT EM, 1968, CARBONIUM IONS, V1, P441
  • [5] ORTHO ESTER HYDROLYSIS - CONCERTED NATURE OF THE DIALKOXYCARBONIUM ION FORMING STAGE
    BERGSTROM, RG
    CASHEN, MJ
    CHIANG, Y
    KRESGE, AJ
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1979, 44 (10) : 1639 - 1642
  • [6] HYDROLYSIS OF ORTHO ESTERS - FURTHER INVESTIGATION OF THE FACTORS WHICH CONTROL THE RATE-DETERMINING STEP
    CHIANG, Y
    KRESGE, AJ
    LAHTI, MO
    WEEKS, DP
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1983, 105 (23) : 6852 - 6855
  • [7] EFFECT OF PHENYL SUBSTITUTION ON ORTHO ESTER HYDROLYSIS
    CHIANG, Y
    SALOMAA, P
    YOUNG, CI
    KRESGE, AJ
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1974, 96 (14) : 4494 - 4499
  • [8] NITROALKANE ANOMALY
    KRESGE, AJ
    [J]. CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1974, 52 (10): : 1897 - 1903
  • [9] COMPARISON OF THE EFFECT OF METHYL AND PHENYL SUBSTITUENTS ON THE STABILITIES OF SOME CARBOXONIUM IONS - STABILITY DECREASES ASSOCIATED WITH INCREASING CHARGE DELOCALIZATION
    LARSEN, JW
    BOUIS, PA
    RIDDLE, CA
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1980, 45 (24) : 4969 - 4973
  • [10] LILER M, 1971, REACTION MECHANISMS, P253