Structure, conformation, and stereoelectronics of 1,4,5,8-tetraazadecalins. Chemical, multinuclear NMR and molecular mechanics studies

Raffaello Müller*, Wolfgang von Philipsborn, Leah Schleifer, Pinchas Aped, Benzion Fuchs

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

26 Scopus citations

Abstract

We present a multidisciplinary investigation of some known and new 1,4,5,8-tetraazadecalin (TAD) derivatives. Their structure, static and dynamic conformational analysis, isomerization pathways and relative stabilities were studied using 1H-, 13C-, and 15N-NMR techniques. Molecular mechanics calculations were carried out using the MM2 force field and an earlier modified version for NCN containing systems. The peculiar stereoelectronic features of the CNCNC moieties in the TAD systems are emphasized.

Original languageEnglish
Pages (from-to)1013-1036
Number of pages24
JournalTetrahedron
Volume47
Issue number6
DOIs
StatePublished - 1991

Funding

FundersFunder number
Schweizerischer Nationalfonds zur Förderung der Wissenschaftlichen Forschung

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