Nguyen Thi Thanh Chi , Pham Van Thong , Nguyen Manh Thang , Pham Ngoc Thao , Luc Van Meervelt , S. Parkin (Editor)
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Parkin (Editor)","doi":"10.1107/S2056989024004572","DOIUrl":null,"url":null,"abstract":"<div><p>The synthesis and crystal structures of three organoplatinum(II) complexes bearing natural arylolefin and quinoline derivatives are reported.</p></div><div><p>Three organoplatinum(II) complexes bearing natural arylolefin and quinoline derivatives, namely, [4-methoxy-5-(2-methoxy-2-oxoethoxy)-2-(prop-2-en-1-yl)phenyl](quinolin-8-olato)platinum(II), [Pt(C<sub>13</sub>H<sub>15</sub>O<sub>4</sub>)(C<sub>9</sub>H<sub>6</sub>NO)], (<strong>I</strong>), [4-methoxy-5-(2-oxo-2-propoxyethoxy)-2-(prop-2-en-1-yl)phenyl](quinoline-2-carboxylato)platinum(II), [Pt(C<sub>15</sub>H<sub>19</sub>O<sub>4</sub>)(C<sub>10</sub>H<sub>6</sub>NO<sub>2</sub>)], (<strong>II</strong>), and chlorido[4-methoxy-5-(2-oxo-2-propoxyethoxy)-2-(prop-2-en-1-yl)phenyl](quinoline)platinum(II), [Pt(C<sub>15</sub>H<sub>19</sub>O<sub>4</sub>)Cl(C<sub>9</sub>H<sub>7</sub>N)], (<strong>III</strong>), were synthesized and structurally characterized by IR and <sup>1</sup>H NMR spectroscopy, and by single-crystal X-ray diffraction. The results showed that the cycloplatinated arylolefin coordinates with Pt<sup>II</sup> <em>via</em> the carbon atom of the phenyl ring and the C=C<sub>olefinic</sub> group. The deprotonated 8-hydroxyquinoline (C<sub>9</sub>H<sub>6</sub>NO) and quinoline-2-carboxylic acid (C<sub>10</sub>H<sub>6</sub>NO<sub>2</sub>) coordinate with the Pt<sup>II</sup> atom <em>via</em> the N and O atoms in complexes (<strong>I</strong>) and (<strong>II</strong>) while the quinoline (C<sub>9</sub>H<sub>7</sub>N) coordinates <em>via</em> the N atom in (<strong>III</strong>). Moreover, the coordinating N atom in complexes (<strong>I</strong>)–(<strong>III</strong>) is in the <em>cis</em> position compared to the C=C<sub>olefinic</sub> group. The crystal packing is characterized by C—H⋯π, C—H⋯O [for (<strong>II</strong>) and (<strong>III</strong>)], C—H⋯Cl [for (<strong>III</strong>) and π–π [for (<strong>I</strong>)] interactions.</p></div>","PeriodicalId":7367,"journal":{"name":"Acta Crystallographica Section E: Crystallographic Communications","volume":"80 6","pages":"Pages 630-635"},"PeriodicalIF":0.5000,"publicationDate":"2024-05-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Synthesis and crystal structures of three organoplatinum(II) complexes bearing natural arylolefin and quinoline derivatives\",\"authors\":\"Nguyen Thi Thanh Chi , Pham Van Thong , Nguyen Manh Thang , Pham Ngoc Thao , Luc Van Meervelt , S. Parkin (Editor)\",\"doi\":\"10.1107/S2056989024004572\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><p>The synthesis and crystal structures of three organoplatinum(II) complexes bearing natural arylolefin and quinoline derivatives are reported.</p></div><div><p>Three organoplatinum(II) complexes bearing natural arylolefin and quinoline derivatives, namely, [4-methoxy-5-(2-methoxy-2-oxoethoxy)-2-(prop-2-en-1-yl)phenyl](quinolin-8-olato)platinum(II), [Pt(C<sub>13</sub>H<sub>15</sub>O<sub>4</sub>)(C<sub>9</sub>H<sub>6</sub>NO)], (<strong>I</strong>), [4-methoxy-5-(2-oxo-2-propoxyethoxy)-2-(prop-2-en-1-yl)phenyl](quinoline-2-carboxylato)platinum(II), [Pt(C<sub>15</sub>H<sub>19</sub>O<sub>4</sub>)(C<sub>10</sub>H<sub>6</sub>NO<sub>2</sub>)], (<strong>II</strong>), and chlorido[4-methoxy-5-(2-oxo-2-propoxyethoxy)-2-(prop-2-en-1-yl)phenyl](quinoline)platinum(II), [Pt(C<sub>15</sub>H<sub>19</sub>O<sub>4</sub>)Cl(C<sub>9</sub>H<sub>7</sub>N)], (<strong>III</strong>), were synthesized and structurally characterized by IR and <sup>1</sup>H NMR spectroscopy, and by single-crystal X-ray diffraction. The results showed that the cycloplatinated arylolefin coordinates with Pt<sup>II</sup> <em>via</em> the carbon atom of the phenyl ring and the C=C<sub>olefinic</sub> group. The deprotonated 8-hydroxyquinoline (C<sub>9</sub>H<sub>6</sub>NO) and quinoline-2-carboxylic acid (C<sub>10</sub>H<sub>6</sub>NO<sub>2</sub>) coordinate with the Pt<sup>II</sup> atom <em>via</em> the N and O atoms in complexes (<strong>I</strong>) and (<strong>II</strong>) while the quinoline (C<sub>9</sub>H<sub>7</sub>N) coordinates <em>via</em> the N atom in (<strong>III</strong>). Moreover, the coordinating N atom in complexes (<strong>I</strong>)–(<strong>III</strong>) is in the <em>cis</em> position compared to the C=C<sub>olefinic</sub> group. 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引用次数: 0
摘要
三种含天然芳基烯烃和喹啉衍生物的有机铂(II)配合物,即[4-甲氧基-5-(2-甲氧基-2-氧代乙氧基)-2-(丙-2-烯-1-基)苯基](喹啉-8-醇)铂(II)、铂(C13H15O4)(C9H6NO)],(I),[4-甲氧基-5-(2-氧代-2-丙氧基乙氧基)-2-(丙-2-烯-1-基)苯基](喹啉-2-羧基)铂(II)、合成了[Pt(C15H19O4)(C10H6NO2)](II)和氯[4-甲氧基-5-(2-氧代-2-丙氧基乙氧基)-2-(丙-2-烯-1-基)苯基](喹啉)铂(II)[Pt(C15H19O4)Cl(C9H7N)](III)。结果表明,环铂化芳基烯烃通过苯基环的碳原子和 C= 烯基与 PtII 配位。在配合物(I)和(II)中,去质子化的 8-羟基喹啉(C9H6NO)和喹啉-2-羧酸(C10H6NO2)通过 N 原子和 O 原子与 PtII 原子配位,而在(III)中,喹啉(C9H7N)通过 N 原子配位。此外,与 C= 烯基相比,配合物 (I)-(III) 中的配位 N 原子处于顺式位置。晶体结构的特点是 C-H...π、C-H...O [对于 (II) 和 (III)]、C-H...Cl [对于 (III)] 和 π-π [对于 (I)] 相互作用。
Synthesis and crystal structures of three organoplatinum(II) complexes bearing natural arylolefin and quinoline derivatives
The synthesis and crystal structures of three organoplatinum(II) complexes bearing natural arylolefin and quinoline derivatives are reported.
Three organoplatinum(II) complexes bearing natural arylolefin and quinoline derivatives, namely, [4-methoxy-5-(2-methoxy-2-oxoethoxy)-2-(prop-2-en-1-yl)phenyl](quinolin-8-olato)platinum(II), [Pt(C13H15O4)(C9H6NO)], (I), [4-methoxy-5-(2-oxo-2-propoxyethoxy)-2-(prop-2-en-1-yl)phenyl](quinoline-2-carboxylato)platinum(II), [Pt(C15H19O4)(C10H6NO2)], (II), and chlorido[4-methoxy-5-(2-oxo-2-propoxyethoxy)-2-(prop-2-en-1-yl)phenyl](quinoline)platinum(II), [Pt(C15H19O4)Cl(C9H7N)], (III), were synthesized and structurally characterized by IR and 1H NMR spectroscopy, and by single-crystal X-ray diffraction. The results showed that the cycloplatinated arylolefin coordinates with PtIIvia the carbon atom of the phenyl ring and the C=Colefinic group. The deprotonated 8-hydroxyquinoline (C9H6NO) and quinoline-2-carboxylic acid (C10H6NO2) coordinate with the PtII atom via the N and O atoms in complexes (I) and (II) while the quinoline (C9H7N) coordinates via the N atom in (III). Moreover, the coordinating N atom in complexes (I)–(III) is in the cis position compared to the C=Colefinic group. The crystal packing is characterized by C—H⋯π, C—H⋯O [for (II) and (III)], C—H⋯Cl [for (III) and π–π [for (I)] interactions.
期刊介绍:
Acta Crystallographica Section E: Crystallographic Communications is the IUCr''s open-access structural communications journal. It provides a fast, simple and easily accessible publication mechanism for crystal structure determinations of inorganic, metal-organic and organic compounds. The electronic submission, validation, refereeing and publication facilities of the journal ensure rapid and high-quality publication of fully validated structures. The primary article category is Research Communications; these are peer-reviewed articles describing one or more structure determinations with appropriate discussion of the science.