THE 1ST ALDEHYDE-DERIVED CRYSTALLINE GEMINAL DIOL LACKING INTERNAL ELECTRONIC STABILIZATION

被引:9
作者
SMITH, DA
BAKER, D
RAHMAN, AFMM
机构
[1] Department of Chemistry, The University of Toledo, Toledo, 436GB, Ohio
关键词
D O I
10.1007/BF00673491
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The first stable crystalline geminal diol of an aldehyde lacking electron-withdrawing groups on the alpha-carbon was synthesized from D-sorbitol and characterized by H-1 and C-13 nuclear magnetic resonance (NMR) and single-crystal x-ray studies. Each hydroxyl is a donor for a single, unique intermolecular hydrogen bond. Only one hydroxyl acts as an acceptor. No intramolecular hydrogen bonding is observed in the crystal.
引用
收藏
页码:65 / 70
页数:6
相关论文
共 25 条
[1]  
Bell R.P., 1966, ADV PHYS ORG CHEM, P1, DOI [10.1016/S0065-3160(08)60351-2, DOI 10.1016/S0065-3160(08)60351-2]
[2]   The constitution of trimethylene sorbitol. [J].
Bourne, EJ ;
Wiggins, LF .
JOURNAL OF THE CHEMICAL SOCIETY, 1944, :517-521
[3]  
BROWN GM, 1973, CRYST STRUCT COMMUN, V2, P107
[4]   I-STRAIN AS A FACTOR IN THE CHEMISTRY OF RING COMPOUNDS [J].
BROWN, HC ;
FLETCHER, RS ;
JOHANNESEN, RB .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1951, 73 (01) :212-221
[5]  
Cromer D.T, 1974, INT TABLES XRAY CRYS, VIV
[6]   CRYSTAL AND MOLECULAR STRUCTURE OF 1-1 COMPLEX OF CHLORAL HYDRATE AND 7-BROMO-2,3-DIHYDRO-1-METHYL-5-PHENYL-1,4-BENZODIAZEPIN-2-ONE [J].
DUNPHY, RF ;
LYNTON, H .
CANADIAN JOURNAL OF CHEMISTRY, 1971, 49 (20) :3401-&
[7]   CRYSTAL AND MOLECULAR-STRUCTURE OF VITAMIN-B6 DERIVATIVES .1. PYRIDOXAL-PHOSPHATE HYDRATE AND PYRIDOXAL-PHOSPHATE METHYL HEMIACETAL [J].
FUJIWARA, T .
BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1973, 46 (03) :863-871
[8]  
GADRET PM, 1976, ACTA CRYSTALLOGR B, V32, P1406
[9]   DISPERSION CORRECTIONS + CRYSTAL STRUCTURE REFINEMENTS [J].
IBERS, JA ;
HAMILTON, WC .
ACTA CRYSTALLOGRAPHICA, 1964, 17 (06) :781-&
[10]   SYNTHESIS, MOLECULAR-STRUCTURE, AND CHEMISTRY OF (P)-[(TRIS(2-AMINOETHYL)AMINE)(2-(DIHYDROXYMETHYL)-GLYCINATE)]COBALT(III)-ZINC TETRACHLORIDE WATER [J].
JACKSON, WG ;
MCLAUGHLIN, GM ;
SARGESON, AM ;
WATSON, AD .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1983, 105 (08) :2426-2430