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Microwave-assisted Intramolecular Dehydrogenative Diels-Alder Reactions for the Synthesis of Functionalized Naphthalenes/Solvatochromic Dyes
Published on: April 1, 2013
4,6-Dimethyl-2-(naphthalen-1-yl)pyrimidine
Xiao-Xue Zhang1, Deng-Yong Zhu, Xin-Qi Hao
1Department of Chemistry, Henan Key Laboratory of Chemical Biology and Organic Chemistry, Zhengzhou University, Zhengzhou 450052, People's Republic of China.
Acta Crystallographica. Section E, Structure Reports Online
|November 18, 2011
Summary
This study characterizes the crystal structure of C(16)H(14)N(2), revealing two independent molecules. The findings highlight specific dihedral angles and intermolecular interactions within the crystal lattice.
Area of Science:
- Crystallography
- Organic Chemistry
- Materials Science
Background:
- Understanding the solid-state structure of organic compounds is crucial for predicting their properties.
- Molecular interactions, such as hydrogen bonding and pi-stacking, significantly influence crystal packing and material characteristics.
Purpose of the Study:
- To determine and analyze the crystal structure of the title compound, C(16)H(14)N(2).
- To investigate the molecular geometry and intermolecular forces governing the crystal packing.
Main Methods:
- Single-crystal X-ray diffraction was employed to obtain the crystallographic data.
- Analysis of the crystal structure included the determination of dihedral angles and identification of intermolecular contacts.
Main Results:
- The asymmetric unit contains two independent molecules of C(16)H(14)N(2).
- Dihedral angles between the pyrimidine and naphthalene rings were measured at 38.20(5)° and 39.35(5)°.
- Intermolecular C-H⋯π contacts and π-π stacking interactions were observed, with centroid-centroid distances of 3.766(1) Å and 3.792(1) Å.
Conclusions:
- The crystal structure of C(16)H(14)N(2) is characterized by specific molecular orientations and significant intermolecular interactions.
- These interactions, including C-H⋯π and π-π stacking, play a key role in stabilizing the crystal lattice.
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