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Plyers-shaped diamines II. 3-Amino-2,4-cyclogranatane diastereomers — A study of influence of structure on the properties of diamines by Elmar Vilsmaier; Thomas Herweck; Uwe Bergsträßer is a Chemistry article available to read on EtoBox.

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3-Amino-2,4-cyclogranatane 313-and 3a-diastereomers can be synthesized from the corresponding 313-carbonitriles by a kine~ically and a thermodynamically controlled reductive decyanation, respectively. Comparison of both diastereomers with respect to basicity, ionization potentials and behaviour towards oxygen demonstrates the influence of the lone pair -lone pair interaction on the properties of diamines. An X-ray structural analysis of a protonated syn diamine established an N. • • N -distance of 2.72 A in this new type of compounds.

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Author

Elmar Vilsmaier; Thomas Herweck; Uwe Bergsträßer

Publisher

Elsevier Science; Elsevier ; Elsevier Ltd.; Elsevier BV (ISSN 0040-4020)

Published

1998

Language

EN

Field

Chemistry (Physical Sciences)