Crystal Structure of 4′-Phenyl-1′,4′-Dihydro-2,2′:6′,2″-Terpyridine: An Intermediate from the Synthesis of Phenylterpyridine
The intermediate compound 4′-phenyl-1′,4′-dihydro-2,2′:6′,2″-terpyridine (<b>pdhtpy</b>) was isolated for the first time during the synthesis of 4′-phenyl-2,2′:6′,2″-terpyridine (<b>ptpy</b>) and characterised by single-crystal X-ray diffraction. <b>Pdhtpy</b> cry...
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| Main Authors: | , , , , |
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| Format: | Article |
| Language: | English |
| Published: |
MDPI AG
2025-07-01
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| Series: | Crystals |
| Subjects: | |
| Online Access: | https://www.mdpi.com/2073-4352/15/7/619 |
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| Summary: | The intermediate compound 4′-phenyl-1′,4′-dihydro-2,2′:6′,2″-terpyridine (<b>pdhtpy</b>) was isolated for the first time during the synthesis of 4′-phenyl-2,2′:6′,2″-terpyridine (<b>ptpy</b>) and characterised by single-crystal X-ray diffraction. <b>Pdhtpy</b> crystallises in the triclinic crystal system with space group P<inline-formula><math xmlns="http://www.w3.org/1998/Math/MathML" display="inline"><semantics><mrow><mover><mn>1</mn><mi>–</mi></mover></mrow></semantics></math></inline-formula> with the following unit cell parameters at 100 K: a = 6.1325(4) Å; b = 8.2667(5) Å; c = 16.052(2) Å; α = 86.829(2)°; β = 82.507(2)°; γ = 84.603(2)°; V = 802.49(9) Å<sup>3</sup>. The absence of stabilising electron-withdrawing groups renders <b>pdhtpy</b> prone to oxidative conditions. <b>Pdhtpy</b> was obtained as a mixture with <b>ptpy</b>, confirmed by Rietveld refinement of the powder X-ray diffraction pattern. Notably, <b>pdhtpy</b> is the first solid-state 1,4-dihydropyridine lacking electron-withdrawing groups at both positions 3 and 5, distinguishing it from Hantzsch esters and related compounds. |
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| ISSN: | 2073-4352 |