OBSERVATION OF AN ECLIPSED CSP3-CH3 BOND IN A TRICYCLIC ORTHOAMIDE - EXPERIMENTAL AND THEORETICAL EVIDENCE FOR C-H=O HYDROGEN-BONDS

被引:88
|
作者
SEILER, P
WEISMAN, GR
GLENDENING, ED
WEINHOLD, F
JOHNSON, VB
DUNITZ, JD
机构
[1] UNIV NEW HAMPSHIRE,DEPT CHEM,DURHAM,NH 03824
[2] SWISS FED INST TECHNOL,ORGAN CHEM LAB,CH-8092 ZURICH,SWITZERLAND
[3] UNIV WISCONSIN,INST THEORET CHEM,MADISON,WI 53706
[4] UNIV WISCONSIN,DEPT CHEM,MADISON,WI 53706
来源
关键词
D O I
10.1002/anie.198711751
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
引用
收藏
页码:1175 / 1177
页数:3
相关论文
共 50 条
  • [1] AN ECLIPSED C(SP3)-CH3 BOND IN A CRYSTALLINE HYDRATED TRICYCLIC ORTHOAMIDE - EVIDENCE FOR C-H=O HYDROGEN-BONDS
    SEILER, P
    DUNITZ, JD
    HELVETICA CHIMICA ACTA, 1989, 72 (05) : 1125 - 1135
  • [2] ON THE STRENGTH OF THE C-H...O HYDROGEN-BOND AND THE ECLIPSED ARRANGEMENT OF THE METHYL-GROUP IN A TRICYCLIC ORTHOAMIDE TRIHYDRATE
    NOVOA, JJ
    CONSTANS, P
    WHANGBO, MH
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1993, 32 (04): : 588 - 589
  • [3] C-H••• O hydrogen bonds in cyclohexenone reveal the spectroscopic behavior of Csp3-H and Csp2-H donors
    Nolasco, MM
    Ribeiro-Claro, PJA
    CHEMPHYSCHEM, 2005, 6 (03) : 496 - 502
  • [4] A new ligand for the formation of a 3D structure by C-H•••O, O-H•••O hydrogen-bonds and π-π interactions
    Zhou, Hong-Ping
    Wang, Peng
    Hao, Fu-Ying
    Ye, Hai-Peng
    Zhao, Qiong
    Zhang, Rui-Long
    Tian, Yu-Peng
    Wu, Jie-Ying
    Tao, Xu-Tang
    Jiang, Min-Hua
    JOURNAL OF MOLECULAR STRUCTURE, 2008, 892 (1-3) : 316 - 319
  • [5] Theoretical C-H bond dissociation enthalpies for CH3OCl and CH3OBr
    Espinosa-García, J
    CHEMICAL PHYSICS LETTERS, 2000, 316 (5-6) : 563 - 568
  • [6] Strong experimental evidence of C-H•••O hydrogen bonds in cyclopentanone:: The splitting of the ν(C=O) mode revisited
    Vaz, PD
    Ribeiro-Claro, PJA
    JOURNAL OF PHYSICAL CHEMISTRY A, 2003, 107 (32): : 6301 - 6305
  • [7] Theoretical C-H bond dissociation enthalpies for CH3Br and CH2ClBr
    Espinosa-García, J
    Dóbé, S
    JOURNAL OF PHYSICAL CHEMISTRY A, 1999, 103 (32): : 6387 - 6393
  • [8] Bis(3-nitrophenyl) disulfide forms no C-H•••O hydrogen bonds
    Cannon, D
    Glidewell, C
    Low, JN
    Wardell, JL
    ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 2000, 56 (10) : 1267 - 1268
  • [9] Experimental and theoretical evidence of C-H ••• O hydrogen bonding in liquid 4-fluorobenzaldehyde
    Ribeiro-Claro, PJA
    Marques, MPM
    Amado, AM
    CHEMPHYSCHEM, 2002, 3 (07) : 599 - 606
  • [10] Weak C-H•••N and C-H•••F hydrogen bonds and internal rotation in pyridine- CH3F
    Spada, Lorenzo
    Gou, Qian
    Vallejo-Lopez, Montserrat
    Lesarri, Alberto
    Cocinero, Emilio J.
    Caminati, Walther
    PHYSICAL CHEMISTRY CHEMICAL PHYSICS, 2014, 16 (05) : 2149 - 2153