A simple synthetic route to N,N′-dialkyl-2,11-diaza[3.3](2,6)-pyridinophanes. Crystal structures of N,N′-di-tert-butyl-2,11-diaza[3.3](2,6)pyridinophane and its copper(II) complex

Chi Ming Che, Zao Ying Li, Kwok Yin Wong, Chung Kwong Poon, Thomas C.W. Mak, She Ming Peng

Research output: Journal article publicationJournal articleAcademic researchpeer-review

32 Citations (Scopus)


Reaction of 2,6-bis9bromomethyl)pyridine with primary amines gave the 12-membered N,N′-dialkyl-2,11-diaza[3.3](2,6)pyridinophanes. The structures of N,N′-di-tert-butyl-2,11-diaza[3.3](2,6)pyridinophane (4) and its copper(II) derivative [Cu(4)Cl2] (7) have been characterized by X-ray crystal analysis. The average axial CuN (tertiary amine) distance of 2.490 Å in 7 is appreciably longer than the related value of 2.347 Å in Cu(6)Cl2·H2O.4In 4, the two planar pyridyl rings are not in the same plane, but roughly parallel and the 12 atoms of the macrocyclic ring constitute a syn chair-chair conformation. In complex 7, the copper(II) ion adopts a distorted octahedral geometry, in which the tertiary amine nitrogen atoms span axial positions approximately normal to the square plane formed by the two pyridine nitrogens and the chloro ligands. The average Cu-N (tertiary amine), Cu-N(pyridine) and Cu-Cl distances are 2.49(2), 2.03(2) and 2.287(7) Å, respectively.
Original languageEnglish
Pages (from-to)771-776
Number of pages6
Issue number5
Publication statusPublished - 1 Jan 1994

ASJC Scopus subject areas

  • Physical and Theoretical Chemistry
  • Inorganic Chemistry
  • Materials Chemistry

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