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Updated: Jun 12, 2026
11:51
Facile Preparation of 4-Substituted Quinazoline Derivatives
Published on: February 15, 2016
1-[2-(2,6-Diisopropylanilino)-1-naphthyl]isoquinoline
Ruth H Howard1, Nicola Theobald, Manfred Bochmann
1School of Chemistry, University of East Anglia, Norwich NR4 7TJ, England.
Summary
This study reveals that the title compound, C(31)H(30)N(2), features an intramolecular hydrogen bond. This contrasts with related compounds that form dimers in the solid state, as confirmed by computational analysis.
Area of Science:
- Solid-state chemistry
- Computational chemistry
- Organic chemistry
Background:
- The N-methyl compound exhibits hydrogen-bonded dimers in the solid state.
- Understanding molecular interactions is crucial for materials science.
Purpose of the Study:
- To investigate the solid-state structure of the title compound C(31)H(30)N(2).
- To compare its hydrogen bonding behavior with related N-methyl compounds.
Main Methods:
- X-ray crystallography was used to determine the molecular structure.
- Density Functional Theory (DFT) calculations using CASTEP and DMol(3) programs were applied.
- Accurate assignment of hydrogen atom positions was achieved through computational methods.
Main Results:
- The title compound C(31)H(30)N(2) possesses a single intramolecular hydrogen bond.
- This is in contrast to the N-methyl analog, which forms hydrogen-bonded dimers.
- Computational methods accurately located the hydrogen atoms in the crystal structure.
Conclusions:
- The presence of an intramolecular hydrogen bond dictates the solid-state packing of C(31)H(30)N(2).
- Computational modeling provides a reliable method for elucidating hydrogen bonding in organic molecules.
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