TY - JOUR
T1 - Conformational behaviour of medium-sized rings. Part 14. tetra- anthranilides
AU - Hoorfar, Alireza
AU - Ollis, W. David
AU - Stoddart, J. Fraser
PY - 1982
Y1 - 1982
N2 - The stepwise synthesis of N, N′, N″-trimethyltetra-anthranilide (13) is reported and the temperature dependence of the1H n.m.r. spectrum of N-benzyl-N, N′, N″, N‴-trimethyltetra-anthranilide (15) is interpreted in terms of equilibration between three diastereoisomeric conformations in solution. Although there is1H n.m.r. spectral evidence for the presence in solution at room temperature of at least six conformational diastereoisomers of (13), N, N″, N‴- tetramethyltetra-anthranilide (14) appears to adopt a single conformation of high symmetry in solution.
AB - The stepwise synthesis of N, N′, N″-trimethyltetra-anthranilide (13) is reported and the temperature dependence of the1H n.m.r. spectrum of N-benzyl-N, N′, N″, N‴-trimethyltetra-anthranilide (15) is interpreted in terms of equilibration between three diastereoisomeric conformations in solution. Although there is1H n.m.r. spectral evidence for the presence in solution at room temperature of at least six conformational diastereoisomers of (13), N, N″, N‴- tetramethyltetra-anthranilide (14) appears to adopt a single conformation of high symmetry in solution.
UR - http://www.scopus.com/inward/record.url?scp=37049108723&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=37049108723&partnerID=8YFLogxK
U2 - 10.1039/P19820001721
DO - 10.1039/P19820001721
M3 - Article
AN - SCOPUS:37049108723
SN - 1470-4358
SP - 1721
EP - 1726
JO - Journal of the Chemical Society, Perkin Transactions 1
JF - Journal of the Chemical Society, Perkin Transactions 1
ER -