Synthesis and characterization of two isomeric, self-assembled arsenic-thiolate macrocycles

W. Jake Vickaryous; Elisabeth Rather Healey; Orion B. Berryman; Darren W. Johnson

doi:10.1021/ic050954w

Synthesis and characterization of two isomeric, self-assembled arsenic-thiolate macrocycles

W. Jake Vickaryous, Elisabeth Rather Healey, Orion B. Berryman, Darren W. Johnson

Chemistry

Research output: Contribution to journal › Article › peer-review

53 Scopus citations

Abstract

The use of labile As-S bond formation in the self-assembly of discrete supramolecular structures is extended. Macrocyclic structures of chemical formula As₂L₂Cl₂ (H₂L = α,α′-dimercapto-p-xylene) were prepared and characterized. Diastereomeric syn and anti isomers of these macrocycles were selectively crystallized and characterized in the solid state using single-crystal X-ray diffraction. Both the syn and anti macrocycles show close contacts between the arsenic(III) ions and the aromatic carbons, consistent with intramolecular arsenic-π interactions. The dynamic behavior of the isomers in solution is also investigated. anti-As₂L₂Cl₂· AsCl₃ crystallizes in monoclinic space group P2₁/c (No. 14) with a = 10.6194(5) Å, b = 16.7780(9) Å, c = 8.5725(4) Å, β = 100.6830(10)°, and Z = 2. Syn-As₂L₂Cl ₂ crystallizes in orthorhombic space group Pnma (No. 62) with a = 10.8881(8) Å, b = 19.3511(14) Å, c = 9.9524(7) Å, and Z = 4.

Original language	English
Pages (from-to)	9247-9252
Number of pages	6
Journal	Inorganic Chemistry
Volume	44
Issue number	25
DOIs	https://doi.org/10.1021/ic050954w
State	Published - Dec 12 2005

Access to Document

10.1021/ic050954w

Cite this

@article{edd40b7916744125b7b5cef5a63fd6ae,

title = "Synthesis and characterization of two isomeric, self-assembled arsenic-thiolate macrocycles",

abstract = "The use of labile As-S bond formation in the self-assembly of discrete supramolecular structures is extended. Macrocyclic structures of chemical formula As2L2Cl2 (H2L = α,α′-dimercapto-p-xylene) were prepared and characterized. Diastereomeric syn and anti isomers of these macrocycles were selectively crystallized and characterized in the solid state using single-crystal X-ray diffraction. Both the syn and anti macrocycles show close contacts between the arsenic(III) ions and the aromatic carbons, consistent with intramolecular arsenic-π interactions. The dynamic behavior of the isomers in solution is also investigated. anti-As2L2Cl2· AsCl3 crystallizes in monoclinic space group P21/c (No. 14) with a = 10.6194(5) {\AA}, b = 16.7780(9) {\AA}, c = 8.5725(4) {\AA}, β = 100.6830(10)°, and Z = 2. Syn-As2L2Cl 2 crystallizes in orthorhombic space group Pnma (No. 62) with a = 10.8881(8) {\AA}, b = 19.3511(14) {\AA}, c = 9.9524(7) {\AA}, and Z = 4.",

author = "Vickaryous, {W. Jake} and Healey, {Elisabeth Rather} and Berryman, {Orion B.} and Johnson, {Darren W.}",

year = "2005",

month = dec,

day = "12",

doi = "10.1021/ic050954w",

language = "English",

volume = "44",

pages = "9247--9252",

journal = "Inorganic Chemistry",

issn = "0020-1669",

publisher = "American Chemical Society",

number = "25",

}

TY - JOUR

T1 - Synthesis and characterization of two isomeric, self-assembled arsenic-thiolate macrocycles

AU - Vickaryous, W. Jake

AU - Healey, Elisabeth Rather

AU - Berryman, Orion B.

AU - Johnson, Darren W.

PY - 2005/12/12

Y1 - 2005/12/12

N2 - The use of labile As-S bond formation in the self-assembly of discrete supramolecular structures is extended. Macrocyclic structures of chemical formula As2L2Cl2 (H2L = α,α′-dimercapto-p-xylene) were prepared and characterized. Diastereomeric syn and anti isomers of these macrocycles were selectively crystallized and characterized in the solid state using single-crystal X-ray diffraction. Both the syn and anti macrocycles show close contacts between the arsenic(III) ions and the aromatic carbons, consistent with intramolecular arsenic-π interactions. The dynamic behavior of the isomers in solution is also investigated. anti-As2L2Cl2· AsCl3 crystallizes in monoclinic space group P21/c (No. 14) with a = 10.6194(5) Å, b = 16.7780(9) Å, c = 8.5725(4) Å, β = 100.6830(10)°, and Z = 2. Syn-As2L2Cl 2 crystallizes in orthorhombic space group Pnma (No. 62) with a = 10.8881(8) Å, b = 19.3511(14) Å, c = 9.9524(7) Å, and Z = 4.

AB - The use of labile As-S bond formation in the self-assembly of discrete supramolecular structures is extended. Macrocyclic structures of chemical formula As2L2Cl2 (H2L = α,α′-dimercapto-p-xylene) were prepared and characterized. Diastereomeric syn and anti isomers of these macrocycles were selectively crystallized and characterized in the solid state using single-crystal X-ray diffraction. Both the syn and anti macrocycles show close contacts between the arsenic(III) ions and the aromatic carbons, consistent with intramolecular arsenic-π interactions. The dynamic behavior of the isomers in solution is also investigated. anti-As2L2Cl2· AsCl3 crystallizes in monoclinic space group P21/c (No. 14) with a = 10.6194(5) Å, b = 16.7780(9) Å, c = 8.5725(4) Å, β = 100.6830(10)°, and Z = 2. Syn-As2L2Cl 2 crystallizes in orthorhombic space group Pnma (No. 62) with a = 10.8881(8) Å, b = 19.3511(14) Å, c = 9.9524(7) Å, and Z = 4.

UR - http://www.scopus.com/inward/record.url?scp=29544449559&partnerID=8YFLogxK

U2 - 10.1021/ic050954w

DO - 10.1021/ic050954w

M3 - Article

AN - SCOPUS:29544449559

SN - 0020-1669

VL - 44

SP - 9247

EP - 9252

JO - Inorganic Chemistry

JF - Inorganic Chemistry

IS - 25

ER -

Synthesis and characterization of two isomeric, self-assembled arsenic-thiolate macrocycles

Abstract

Access to Document

Other files and links

Fingerprint

Cite this