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Molecular Structure and Reactivity of Tri(1-cyclohepta-2,4,6-trienyl)amine, N(C7H7)3

  • Max Herberhold EMAIL logo , Jinnan Liu and Wolfgang Milius
Published/Copyright: June 2, 2014
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Abstract

Compared with the tertiary phosphane P(C7H7)3 (1), the amine N(C7H7)3 (2) possesses the structure of a flattened trigonal pyramid with a sum of CNC angles of 350.0° (cf. 300.2° (av.) in 1). The heteroatom (with the lone pair) is situated 27.0 pm above the C3 basal plane in 2, but 86.4 pm in 1. The amines N(C7H7)3 (2), NH(C7H7)2 (2a) and N(Ph)(C7H7)2 (2b) react with tropylium tetrafluoroborate, [C7H7]BF4, to give N-tropylidene-(1-cyclohepta-2,4,6-trienyl)-immonium tetrafluoroborates, [(C7H6)N(R)(C7H7)]BF4 3 (R = H, from 2 and 2a), 4 (R = Ph, from 2b), which have been characterized by their IR and NMR (1H, 13C) spectra.

Received: 2003-11-6
Published Online: 2014-6-2
Published in Print: 2004-1-1

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