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Cycloheptatriene is a neutral monocyclic unsaturated hydrocarbon that consists of an odd number of carbon atoms and an intervening sp3 carbon in the ring. The three double bonds in the ring correspond to 6 π electrons, which is a Huckel number, and therefore satisfies the criteria of 4n + 2 π electrons. However, the intervening sp3 carbon disrupts the continuous overlap of p orbitals. As a result, cycloheptatriene is not aromatic.
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Nitrous acid, a weak acid, is prepared in situ via the reaction of sodium nitrite with a strong acid under cold conditions. This nitrous acid prepared in situ reacts with primary arylamines to form arenediazonium salts. Such reactions are known as diazotization reactions. As shown in Figure 1, the formation of arenediazonium salts begins with the decomposition of nitrous acid in an acidic solution to give nitrosonium ions.
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Heterocyclic aromatic compounds are cyclic compounds that are aromatic and have one or more heteroatoms—atoms other than carbon, in the ring. Depending upon the number of atoms present in the ring, they can be either five or six-membered. Examples of five-membered heterocyclic aromatic compounds include pyrrole, furan, thiophene, and imidazole. Pyrrole consists of one nitrogen atom having one lone pair of electrons. Furan and thiophene have one oxygen and one sulfur heteroatom,...
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The simplest aromatic amine is phenylamine, which contains an –NH2 functionality directly attached to an aromatic ring. The name aniline is designated for this skeleton. As shown in Figure 1, the common names of the functionalized anilines involve prefixes ortho-, meta-, and para- to indicate the substitution position. Different functionalized aniline derivatives also have notable trivial names.
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Color in Coordination Complexes
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4,6-Diferrocenyl-5-(morpholin-4-yl)-1,2,3-triazine.

Carla Aguilar-Lugo1, Marcos Flores-Alamo1, Jessica J Sánchez García1

  • 1Facultad de Química, Universidad Nacional Autónoma de México, Ciudad Universitaria, Ciudad de México, 04510, Mexico.

Iucrdata
|September 11, 2023
PubMed
Summary

The crystal structure of a novel iron complex containing ferrocenyl and morpholine groups was determined. This study reveals insights into triazine heterocyclic compounds and their bonding interactions.

Keywords:
crystal structureferrocen­ylmorpholinetriazine

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Area of Science:

  • Organometallic Chemistry
  • Crystallography
  • Heterocyclic Chemistry

Background:

  • Triazine heterocyclic compounds are a significant class of organic molecules with diverse applications.
  • Ferrocenyl groups are known for their unique electronic and structural properties in organometallic chemistry.
  • Understanding the structural characteristics of novel metal complexes is crucial for advancing materials science.

Purpose of the Study:

  • To determine the crystal structure of a novel iron complex, [Fe(C5H5)2(C17H16N4O)].
  • To investigate the structural features of a triazine ring substituted with ferrocenyl and morpholine moieties.
  • To identify non-classical hydrogen bonding interactions within the crystal lattice.

Main Methods:

  • Single-crystal X-ray diffraction analysis was performed at 130 K.
  • The crystal structure was solved and refined to determine the molecular and crystallographic parameters.
  • Symmetry analysis was conducted to classify the crystal system and space group.

Main Results:

  • The iron complex, [Fe(C5H5)2(C17H16N4O)], crystallizes in the ortho-rhom-bic (Pna21) space group.
  • The triazine ring is characterized by substitution with two ferrocenyl groups and one morpholine group.
  • The crystal structure exhibits significant C-H⋯O and C-H⋯N non-classical hydrogen bonds.

Conclusions:

  • The study provides a detailed structural characterization of a novel ferrocenyl-substituted triazine iron complex.
  • The presence of specific substituents and hydrogen bonding patterns offers insights into the molecular assembly and stability.
  • This work contributes to the understanding of structure-property relationships in organometallic heterocyclic compounds.