ISOCHRONOUS AND ANISOCHRONOUS O-METHYLENE PROTONS IN CYCLIC AND ACYCLIC ACETALS

被引:13
作者
GRINDLEY, TB
STODDART, JF
SZAREK, WA
机构
[1] Department of Chemistry, Queen's University, Kingston, Ontario
关键词
D O I
10.1021/ja01045a024
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Configurational assignments are made to some cyclic and acyclic acetals on the basis of the nature of the signals for their O-methylene protons in their pmr spectra. The three known 4,5: 9,10-biscyclohexano-1,3,6,8-tetraoxacyclodecanes are assigned the trans-syn-trans, trans-anti-trans, and cis-anti-cis configurations and the di-(trans-2-hydroxycyclohexyloxy)methanes with mp 80-82° and mp 102.5-103.5° are assigned to the meso form and dl modification, respectively. © 1969, American Chemical Society. All rights reserved.
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页码:4722 / &
相关论文
共 12 条
[1]  
ALLINGER NL, 1967, TOPICS STEREOCHEM ED, P1
[2]  
BRIMACOMBE JS, 1966, CHEM BRIT, V2, P99
[3]   REACTION OF CYCLOHEXANE-CIS- AND -TRANS-1,2-DIOL WITH METHYLENE HALIDES [J].
BRIMACOMBE, JS ;
FOSTER, AB ;
JONES, BD ;
WILLARD, JJ .
CHEMICAL COMMUNICATIONS, 1965, (09) :174-+
[4]   REACTION OF CYCLOHEXANE-1,2-DIOLS AND METHYL 4,6-O-BENZYLIDENE-ALPHA-D-GLUCO- AND GALACTO-PYRANOSIDE WITH METHYLENE HALIDES [J].
BRIMACOMBE, JS ;
FOSTER, AB ;
JONES, BD ;
WILLARD, JJ .
JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1967, (22) :2404-+
[5]   REACTIONS OF SIMPLE ALDEHYDES WITH CIS-CYCLOHEXANE-1,2-DIOL AND TRANS-CYCLOHEXANE-1,2-DIOL [J].
HEAD, FSH .
JOURNAL OF THE CHEMICAL SOCIETY, 1960, (APR) :1778-1783
[6]   MOLECULAR GEOMETRY .4. MEDIUM RINGS [J].
HENDRICKSON, JB .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1964, 86 (22) :4854-&
[7]   MOLECULAR GEOMETRY .7. MODES OF INTERCONVERSION IN MEDIUM RINGS [J].
HENDRICKSON, JB .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1967, 89 (26) :7047-+
[9]  
KYAN M, 1965, J CHEM SOC, P1298
[10]  
MISLOW K, 1967, TOP STEREOCHEM, P1