CIS-1,7,9-TRIOXADISPIRO[5.1.5.3]HEXADECANE AND TRANS-1,7,9-TRIOXADISPIRO[5.1.5.3]HEXADECANE - STABILITY STUDIES AND SOLUTION STRUCTURES

Authors
MCGARVEY GJ STEPANIAN MW BRESSETTE AR ELLENA JF
Citation
Gj. Mcgarvey et al., CIS-1,7,9-TRIOXADISPIRO[5.1.5.3]HEXADECANE AND TRANS-1,7,9-TRIOXADISPIRO[5.1.5.3]HEXADECANE - STABILITY STUDIES AND SOLUTION STRUCTURES, Tetrahedron letters, 37(31), 1996, pp. 5465-5468
Citations number
11
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
37
Issue
31
Year of publication
1996
Pages
5465 - 5468
Database
ISI
SICI code
0040-4039(1996)37:31<5465:CAT>2.0.ZU;2-Q
Abstract
The stability of cis- and trans-1,7,9-trioxadispiro[5.1.5.3]hexadecane s was examined through equilibration studies with the result that the trans-isomer was more stable by 0.3-0.7 kcal/mol, depending upon the s olvent. NMR studies indicate that the central ring of these compounds is in a twist-boat conformation in solution which allows these isomers to best accommodate conflicting steric and electronic effects on thei r stability. Copyright (C) 1996 Elsevier Science Ltd