Triorganotin compounds, [2-(methoxycarbonyl)-1,4-cyclohexadien-1-yl]dimethyltin halides: intra- and intermolecular unfolding of an inner tetrahedron to distorted trigonal bipyramids (X = Cl, Br, I) and a distorted octahedron (X = F)

Kolb, Ute; Draeger, M.; Jousseaume, B.

doi:10.1021/om00054a041

Cited by 93 publications

(68 citation statements)

References 2 publications

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“…And in molecule B, the tin-tin separation across 4,4 -bpy is 7.048Å and the pyridine rings of 4,4 -bpy are coplanar (0 • dihedral angle), two chlorine and two nitrogen atoms are located in the chain, the angles Cl(2) Sn(2) N(3) 175.21 (19) • and Cl(2A) Sn(2A) N(3A) 175.35 (19) • are all very close [24]. The Sn Cl distances are 2.5153(17)Å for molecule A and 2.4927(16)Å for molecule B respectively, and are in the ranges reported in the literature for five-coordinated organotin(IV) chloride (2.432-2.613) [25]. The average Sn C bond lengths are in the range of 2.123(6)Å-2.157(6)Å, in good agreement with published values [26].…”

Section: Crystal Structuressupporting

confidence: 64%

Syntheses, characterizations, and crystal structures of organotin(IV) chloride complexes with 4,4′‐bipyridine

Zhang

2004

Heteroatom Chemistry

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Section: Crystal Structuressupporting

confidence: 64%

Syntheses, characterizations, and crystal structures of organotin(IV) chloride complexes with 4,4′‐bipyridine

Zhang

2004

Heteroatom Chemistry

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“…Der Sn´´´P-Abstand ist mit 3.065(1) A Ê deutlich kleiner als die Summe der van der Waals-Radien (4.0 A Ê [4]) und ist a È hnlich mit dem intramolekularen Sn´´´P-Abstand in Me 2 (Cl)Sn(CH 2 ) 3 PPhBu t , der 3.078(2) A Ê betra È gt [5]. Das Ligandenpolyeder des Zinnatoms weicht nur wenig von der Idealstruktur einer trigonalen Bipyramide ab, was aus der Gro È ûe des Cl±Sn±P'-Winkels von 177.4°, dem relativ hohen Wert der Differenz der Winkelsummen zwischen den a È quatorialen C±Sn±C-und den axialen C±Sn±Cl-Winkeln (R|Sn eq ±RSn| ax ) von 78.2°(TBP: 90°, Tetraeder: 0° [ 6]) sowie der geringen Auslenkung DSn(plane) von 0.133 A Ê des Zinnatoms aus der Ebene der drei a È quatorialen Kohlenstatome (TBP: 0 A Ê , Tetraeder: 0.71 A Ê [7]) folgt.…”

Section: Ergebnisse Und Diskussionunclassified

“…Deshalb ist die trigonal-bipyramidale Ligandenanordnung des Sn2-Atoms mehr in Richtung eines u È berkappten Tetraeders verzerrt als die des Sn1-Atoms, was auch die unterschiedlichen Winkel Cl3±Sn1´´´Cl1 (177.0°) und Cl4±Sn2´´´Cl3' (168.8°) sowie die Unterschiede in der Winkelsummendifferenz [6] RSn1| eq ±RSn1| ax (78.5°) und RSn2| eq ±RSn2| ax (51.3°) und der Auslenkung des Zinnatoms aus der a È quatorialen Ligandenebene DSn (plane) [7] (Sn1: 0.124 A Ê , Sn2: 0.366 A Ê ) zeigen.…”

Section: Nickelkomplexe (3±8)unclassified

Ligandverhalten von P-funktionellen Organozinnhalogeniden: Nickel(II)-, Palladium(II)- und Platin(II)-halogenid-Komplexe mit Me2(Cl)SnCH2CH2PPh2

Baumeister

Hartung

Krug

et al. 2000

Z. anorg. allg. Chem.

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Inhaltsu È bersicht. Me 2 (Cl)SnCH 2 CH 2 PPh 2 (1) reagiert mit Nickel(II)-, Palladium(II)-und Platin(II)-halogeniden im Molverha È ltnis 2 : 1 zu den Komplexen [MX 2 {PPh 2 -CH 2 CH 2 Sn(Cl)Me 2 } 2 ] (M = Ni, Pd, Pt; X = Cl, Br) (3±6, 9, 10) (7, 8: M = Ni; Br anstelle von Cl). Von den Nickelkomplexen wurden jeweils das planare (3, 5, 7) und das tetraedrische (4, 6, 8) Isomer isoliert und charakterisiert. In Lo È sung liegen beide Isomere im Gleichgewicht vor. Die Kristallstrukturen und NMR-Daten belegen fu È r die planaren Nikkelkomplexe 3, 5, 7 sowie [MCl 2 {PPh 2 CH 2 CH 2 Sn(Cl)Me 2 } 2 ] (9: M = Pd; 10: M = Pt) die Existenz von intra-und intermolekularen M±Hal´´´Sn-Bru È cken. Im Ligand : Metall-Verha È ltnis 3 : 1 werden die Komplexe [M Å Cl{PPh 2 CH 2 -CH 2 Sn 7 Cl 2 Me 2 }{PPh 2 CH 2 CH 2 Sn(Cl)Me 2 } 2 ] (11: M = Pd; 12: M = Pt) gebildet, die als Zwitterionen vorliegen. Die Dehalogenierung von [PdCl 2 {PPh 2 CH 2 CH 2 Sn(Cl)Me 2 } 2 ] (9) mit Natriumamalgam bzw. Graphitkalium (C 8 K) fu È hrt zu den Palladacyclen cis-[Pd{PPh 2 CH 2 CH 2 SnMe 2 } 2 ] (13) und trans-[Pd(Cl)PPh 2 CH 2 CH 2 SnMe 2 {PPh 2 CH 2 CH 2 Sn(Cl)Me 2 }] (14). Von den Verbindungen 1, 3, 9, 11 und 12 wurden die Kristallstrukturen bestimmt. Sa È mtliche Verbindungen sind 1 H-, 31 P-und 119 Sn-NMR-spektroskopisch charakterisiert.Abstract. Me 2 (Cl)SnCH 2 CH 2 PPh 2 (1) reacts with Ni II , Pd II , and Pt II halides in molar ratio 2 : 1 forming the complexes [MX 2 {PPh 2 CH 2 CH 2 Sn(Cl)Me 2 } 2 ] (M = Ni, Pd, Pt; X = Cl, Br) (3±6, 9, 10) (7, 8: M = Ni; Br instead of Cl). The nickel complexes were isolated and characterized both as the planar (3, 5, 7) and the tetrahedral (4, 6, 8) isomer. Crystal structure analyses and NMR data indicate for the planar nikkel complexes 3, 5, 7 and [MCl 2 {PPh 2 CH 2 CH 2 Sn(Cl)Me 2 } 2 ] (9: M = Pd; 10: M = Pt) the existence of intra and intermolecular M±Hal´´´Sn bridges. In a ligand : metal molar ratio of 3 : 1 the complexes [M Å Cl{PPh 2 CH 2 CH 2 Sn 7 Cl 2 Me 2 }-{PPh 2 CH 2 CH 2 Sn(Cl)Me 2 } 2 ] (11: M = Pd; 12: M = Pt) are formed which represent intramolecular ion pairs. By dehalogenation of [PdCl 2 {PPh 2 CH 2 CH 2 Sn(Cl)Me 2 } 2 ] (9) with sodium amalgam and graphite potassium (C 8 K), respectively, the palladacycles cis-[Pd{PPh 2 CH 2 CH 2 SnMe 2 } 2 ] (13) and trans-[Pd(Cl)PPh 2 CH 2 CH 2 SnMe 2 {PPh 2 CH 2 CH 2 Sn(Cl)Me 2 }] (14) are formed. From the compounds 1, 3, 9, 11, and 12 the crystal structures are determined. All compounds are characterized by 1 H, 31 P, and 119 Sn NMR spectroscopy.

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“…These compounds have relatively high melting points, and are rather insoluble in common organic solvents, which is a limitation in studies of their structure and reactivity. Only a small number of compounds containing bulky ligands, e.g., Sn[C(SiMe 2 Ph) 3 ]Me 2 F [5], Sn[C(SiMe 3 ) 3 ]Ph 2 F [5], Sn[C 6 H 2 (Me 3 -2,4,6) 3 ]Me 2 F [6] and Sn(CH 2 SiMe 3 ) 3 F [7], with a four-coordinated tin central atom, are monomeric with a Sn-F terminal single bond distance about 1.96 Å [8]. There is an example of the compound (Sn[(CH 2 CH 2 CH 2 ) 3 N]FÁH 2 O) with an intramolecular Sn-N interaction; the structure of this compound in the solid state has been established as tetrameric due to intermolecular fluorine and hydrogen bridges, respectively, and monomeric in solution [9].…”

Section: Introductionmentioning

confidence: 99%

Double-C,N-chelated tri- and diorganotin(IV) fluorides

Novák

Brus

Cı́sařová

et al. 2005

Journal of Fluorine Chemistry

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Triorganotin compounds, [2-(methoxycarbonyl)-1,4-cyclohexadien-1-yl]dimethyltin halides: intra- and intermolecular unfolding of an inner tetrahedron to distorted trigonal bipyramids (X = Cl, Br, I) and a distorted octahedron (X = F)

Cited by 93 publications

References 2 publications

Syntheses, characterizations, and crystal structures of organotin(IV) chloride complexes with 4,4′‐bipyridine

Syntheses, characterizations, and crystal structures of organotin(IV) chloride complexes with 4,4′‐bipyridine

Ligandverhalten von P-funktionellen Organozinnhalogeniden: Nickel(II)-, Palladium(II)- und Platin(II)-halogenid-Komplexe mit Me2(Cl)SnCH2CH2PPh2

Double-C,N-chelated tri- and diorganotin(IV) fluorides

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