Intramolecular hydrogen-bond participation in phosphonylammonium salt formation

被引：22
|
作者：
Smith, AB [1 ]
Ducry, L [1 ]
Corbett, RM [1 ]
Hirschmann, R [1 ]
机构：
[1] Univ Penn, Dept Chem, Philadelphia, PA 19104 USA
来源：
ORGANIC LETTERS | 2000年 / 2卷 / 24期
关键词：
D O I：
10.1021/ol0066330
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A series of phosphonochloridates and phosphonyl dichlorides were prepared, and their reactivity with triethylamine has been investigated using P-31 NMR spectroscopy, Taken together these studies provide evidence that an intramolecular hydrogen-bond is required for phosphonylammonium salt formation to render the phosphorus more electron-deficient.
引用
收藏
页码：3887 / 3890
页数：4
相关论文
共 50 条
  • [21] INTRAMOLECULAR HYDROGEN-BOND AND ELECTRICAL-PROPERTIES OF MOLECULES
    PREZHDO, VV
    VASHCHENKO, EV
    PREZHDO, OV
    KHIMICHESKAYA FIZIKA, 1993, 12 (07): : 883 - 896
  • [22] ELECTRONIC MODEL OF HYDROGEN-BONDING AND CONSISTENT INFLUENCE OF COMPOUND AND FORMATION OF MOLECULES ON INTRAMOLECULAR HYDROGEN-BOND
    LUTSKII, AE
    DOLZHENKO, YI
    ZHURNAL OBSHCHEI KHIMII, 1980, 50 (02): : 440 - 446
  • [23] INTRAMOLECULAR HYDROGEN-BOND AND CONFORMATIONS OF HYDROXYCARBOXYLIC ACIDS ESTERS
    GINZBURG, IM
    STRELKOVA, LF
    ZHURNAL OBSHCHEI KHIMII, 1993, 63 (04): : 762 - 767
  • [24] NH SE INTRAMOLECULAR HYDROGEN-BOND IN PYRAZOLONE DERIVATIVES
    KURKOVSKAYA, LN
    KOSHELEV, YN
    KVITKO, IY
    SHAPETKO, NN
    ZHURNAL ORGANICHESKOI KHIMII, 1972, 8 (01): : 215 - +
  • [25] SOLVENT EFFECTS ON HYDROGEN-BOND FORMATION
    SPENCER, JN
    HOLMBOE, ES
    FIRTH, DW
    KIRSHENBAUM, MR
    JOURNAL OF SOLUTION CHEMISTRY, 1981, 10 (10) : 745 - 756
  • [26] PARTICIPATION OF C-H GROUP OF CHLOROFORM IN COMPLEX-FORMATION WITH HYDROGEN-BOND
    LUTSKII, AE
    BERESTETSKAYA, VD
    KHASHCHINA, MV
    VASILENKO, LB
    IVANOVA, NN
    SHEPEL, AV
    ZHURNAL FIZICHESKOI KHIMII, 1975, 49 (05): : 1099 - 1103
  • [27] KINETIC AND THERMODYNAMIC CHARACTERISTICS OF THE PROTON INTRAMOLECULAR TRANSITION IN SYSTEMS WITH THE INTRAMOLECULAR HYDROGEN-BOND
    BUREIKO, SF
    OKTYABRSKII, VP
    KHIMICHESKAYA FIZIKA, 1985, 4 (10): : 1403 - 1408
  • [28] Abraham Model Solute Descriptors for Favipiravir: Case of Tautomeric Equilibrium and Intramolecular Hydrogen-Bond Formation
    Yao, Emily
    Acree Jr, William E.
    THERMO, 2023, 3 (03): : 443 - 451
  • [29] Intramolecular Hydrogen-Bond Activation: Strategies, Benefits, and Influence in Catalysis
    Guerrero-Corella, Andrea
    Fraile, Alberto
    Aleman, Jose
    ACS ORGANIC & INORGANIC AU, 2022, 2 (03): : 197 - 204
  • [30] INTRAMOLECULAR HYDROGEN-BOND AND CHEMICAL-SHIFT OF A BRIDGED PROTON
    LUTSKII, AE
    GORDIENKO, VG
    ZHURNAL OBSHCHEI KHIMII, 1977, 47 (04): : 905 - 910
12345