氟取代的中位炔基卟啉的分子间π-堆积和F…F相互作用

Intermolecular pi-stacking and F...F interactions of fluorine-substituted meso-alkynylporphyrin.

作者信息

Marushima Yuta, Uchiumi Yuri, Ogu Kenichi, Hori Akiko

机构信息

School of Science, Kitasato University, Kitasato 1-15-1, Minami-ku, Sagamihara, Kanagawa 252-0373, Japan.

出版信息

Acta Crystallogr C. 2010 Aug;66(Pt 8):o406-9. doi: 10.1107/S0108270110026405. Epub 2010 Jul 8.

DOI:10.1107/S0108270110026405

PMID:20679717

Abstract

Two C2-symmetric meso-alkynylporphyrins, namely 5,15-bis[(4-butyl-2,3,5,6-tetrafluorophenyl)ethynyl]-10,20-dipropylporphyrin, C(50)H(42)F(8)N(4), (I), and 5,15-bis[(4-butylphenyl)ethynyl]-10,20-dipropylporphyrin, C(50)H(50)N(4), (II), show remarkable pi-pi stacking that forms columns of porphyrin centers. The tetrafluorophenylene moieties in (I) show intermolecular interactions with each other through the F atoms, forming one-dimensional ribbons. No significant pi-pi interactions are observed in the plane of the phenylene and tetrafluorophenylene moieties in either (I) or (II). The molecules of both compounds lie about inversion centers.

摘要

两种具有C2对称性的内炔基卟啉，即5,15-双[(4-丁基-2,3,5,6-四氟苯基)乙炔基]-10,20-二丙基卟啉，C(50)H(42)F(8)N(4)，(I)，以及5,15-双[(4-丁基苯基)乙炔基]-10,20-二丙基卟啉，C(50)H(50)N(4)，(II)，表现出显著的π-π堆积，形成了卟啉中心的柱状结构。(I)中的四氟亚苯基部分通过氟原子相互之间表现出分子间相互作用，形成一维带状结构。在(I)或(II)中，无论是亚苯基还是四氟亚苯基部分的平面内均未观察到明显的π-π相互作用。这两种化合物的分子均位于对称中心周围。