CONFORMATIONAL-ANALYSIS OF CIS AND TRANS-2,6-DIPHENYL-5,6-DIHYDRO-2H-THIOPYRAN

被引:11
作者
HENRICHS, PM
CHEN, CH
机构
[1] Research Laboratories, Eastman Kodak Company, New York, Rochester
关键词
D O I
10.1021/jo01334a036
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Not much is known of the conformation of 4-hetero-substituted cyclohexene rings.1 Such a ring has been invoked as a conformational model, however, to explain the preferential formation of the less stable trans isomer of 2,6-diphenyltetrahydro-l-thiopyran-4-one (2) from reaction of dibenzylideneacetone (1) and sodium acetate in 90% aqueous ethanol saturated with hydrogen sulfide. © 1979, American Chemical Society. All rights reserved.
引用
收藏
页码:3591 / 3594
页数:4
相关论文
共 17 条
[1]   ANALYSIS OF NUCLEAR MAGNETIC RESONANCE SPECTRA .5. ANALYSIS OF DECEPTIVELY SIMPLE SPECTRA [J].
ABRAHAM, RJ ;
BERNSTEIN, HJ .
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1961, 39 (01) :216-&
[2]  
Achmatowicz Jr O., 1970, ORG MAGN RESONANCE, V2, P55
[3]  
ACHMATOWICZ O, 1974, ROCZ CHEM, V48, P481
[4]   NMR-SPECTRA AND CONFORMATIONS OF DIHYDROPYRAN DERIVATIVES .2. CONFORMATIONAL ENERGIES OF CARBOMETHOXY, HYDROXYMETHYL AND ACETOXYMETHYL GROUPS AT C-6 OF 5,6-DIHYDRO-ALPHA-PYRAN RING [J].
ACHMATOWICZ, O ;
ZAMOJSKI, A ;
CHMIELEW.M ;
JURCZAK, J ;
KOZERSKI, L .
OMR-ORGANIC MAGNETIC RESONANCE, 1972, 4 (04) :537-+
[5]  
ACHMATOWITZ C, 1972, ROCZNIKI CHEM, V46, P903
[6]   CONFORMATIONAL-ANALYSIS .84. STUDY OF STRUCTURES AND ENERGIES OF SOME ALKENES AND CYCLOALKENES BY FORCE FIELD METHOD [J].
ALLINGER, NL ;
SPRAGUE, JT .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1972, 94 (16) :5734-&
[7]   LONG-RANGE PROTON SPIN-SPIN COUPLING [J].
BARFIELD, M ;
CHAKRABA.B .
CHEMICAL REVIEWS, 1969, 69 (06) :757-+
[8]   CONFORMATIONAL DEPENDENCE AND MECHANISMS FOR LONG-RANGE H-H COUPLING-CONSTANTS OVER 4 BONDS [J].
BARFIELD, M ;
DEAN, AM ;
FALLICK, CJ ;
SPEAR, RJ ;
STERNHELL, S ;
WESTERMAN, PW .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1975, 97 (06) :1482-1492
[9]   CONFORMATIONAL DEPENDENCE OF HOMOALLYLIC H-H COUPLING-CONSTANTS [J].
BARFIELD, M ;
STERNHELL, S .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1972, 94 (06) :1905-+
[10]  
BAXTER CAR, 1978, J CHEM SOC C, P1174