The Lewis-Base-Stabilized Diphenyl-Substituted Arsanylborane: A Versatile Building Block for Arsanylborane Oligomers

Oliver Hegen, Alexander V. Virovets, Alexey Y. Timoshkin, Manfred Scheer

Research output

2 Citations (Scopus)

Abstract

The synthesis and properties of the diphenyl-substituted arsanylborane Ph2AsBH2SMe2 (1) and Ph2AsBH2NMe3 (2) stabilized by a Lewis base (LB) were reported. These compounds were obtained by reaction of KAsPh2 with IBH2−LB (LB=SMe2, NMe3). Compounds 1 and 2 were used as starting materials for oligomeric/ polymeric arsinoboranes. The neutral species, H3B−Ph2AsBH2NMe3 (3) and Br3B−Ph2AsBH2NMe3 (4), were synthesized by reaction with H3B and Br3B, respectively. Upon reaction with IBH2−LB (LB=SMe2, NMe3), the cationic oligomeric group-13/15-based compounds [(Me3NBH2AsPh2BH2NMe3)]I (5) and [H2B(Ph2AsBH2NMe3)2]I (6) were obtained. All compounds were completely characterized. In addition, the oxidation of Ph2AsBH2NMe3 with chalcogens was studied. The sulfur Ph2As(S)BH2NMe3 (7 b) and selenium Ph2As(Se)BH2NMe3 (7 c) oxidation products were both isolated and fully characterized, whereas the bis(trimethylsilyl)peroxide oxidated arsinoborane Ph2As(O)BH2NMe3 (7 a) was not stable enough and could only be characterized in solution. DFT computations supported the decomposition pathway of this compound.

Original languageEnglish
Pages (from-to)16521-16525
Number of pages5
JournalChemistry - A European Journal
Volume24
Issue number62
DOIs
Publication statusPublished - 7 Nov 2018

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Lewis Bases
Oligomers
Oxidation
Selenium
Chalcogens
Peroxides
Discrete Fourier transforms
Sulfur
Decomposition
diphenyl

Scopus subject areas

  • Catalysis
  • Organic Chemistry

Cite this

@article{9a05672eb92946ff8a0287549cba80af,
title = "The Lewis-Base-Stabilized Diphenyl-Substituted Arsanylborane: A Versatile Building Block for Arsanylborane Oligomers",
abstract = "The synthesis and properties of the diphenyl-substituted arsanylborane Ph2AsBH2SMe2 (1) and Ph2AsBH2NMe3 (2) stabilized by a Lewis base (LB) were reported. These compounds were obtained by reaction of KAsPh2 with IBH2−LB (LB=SMe2, NMe3). Compounds 1 and 2 were used as starting materials for oligomeric/ polymeric arsinoboranes. The neutral species, H3B−Ph2AsBH2NMe3 (3) and Br3B−Ph2AsBH2NMe3 (4), were synthesized by reaction with H3B and Br3B, respectively. Upon reaction with IBH2−LB (LB=SMe2, NMe3), the cationic oligomeric group-13/15-based compounds [(Me3NBH2AsPh2BH2NMe3)]I (5) and [H2B(Ph2AsBH2NMe3)2]I (6) were obtained. All compounds were completely characterized. In addition, the oxidation of Ph2AsBH2NMe3 with chalcogens was studied. The sulfur Ph2As(S)BH2NMe3 (7 b) and selenium Ph2As(Se)BH2NMe3 (7 c) oxidation products were both isolated and fully characterized, whereas the bis(trimethylsilyl)peroxide oxidated arsinoborane Ph2As(O)BH2NMe3 (7 a) was not stable enough and could only be characterized in solution. DFT computations supported the decomposition pathway of this compound.",
keywords = "arsenic, boron, cations, oligomers, oxidation",
author = "Oliver Hegen and Virovets, {Alexander V.} and Timoshkin, {Alexey Y.} and Manfred Scheer",
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month = "11",
day = "7",
doi = "10.1002/chem.201804341",
language = "English",
volume = "24",
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}

The Lewis-Base-Stabilized Diphenyl-Substituted Arsanylborane : A Versatile Building Block for Arsanylborane Oligomers. / Hegen, Oliver; Virovets, Alexander V.; Timoshkin, Alexey Y.; Scheer, Manfred.

In: Chemistry - A European Journal, Vol. 24, No. 62, 07.11.2018, p. 16521-16525.

Research output

TY - JOUR

T1 - The Lewis-Base-Stabilized Diphenyl-Substituted Arsanylborane

T2 - A Versatile Building Block for Arsanylborane Oligomers

AU - Hegen, Oliver

AU - Virovets, Alexander V.

AU - Timoshkin, Alexey Y.

AU - Scheer, Manfred

PY - 2018/11/7

Y1 - 2018/11/7

N2 - The synthesis and properties of the diphenyl-substituted arsanylborane Ph2AsBH2SMe2 (1) and Ph2AsBH2NMe3 (2) stabilized by a Lewis base (LB) were reported. These compounds were obtained by reaction of KAsPh2 with IBH2−LB (LB=SMe2, NMe3). Compounds 1 and 2 were used as starting materials for oligomeric/ polymeric arsinoboranes. The neutral species, H3B−Ph2AsBH2NMe3 (3) and Br3B−Ph2AsBH2NMe3 (4), were synthesized by reaction with H3B and Br3B, respectively. Upon reaction with IBH2−LB (LB=SMe2, NMe3), the cationic oligomeric group-13/15-based compounds [(Me3NBH2AsPh2BH2NMe3)]I (5) and [H2B(Ph2AsBH2NMe3)2]I (6) were obtained. All compounds were completely characterized. In addition, the oxidation of Ph2AsBH2NMe3 with chalcogens was studied. The sulfur Ph2As(S)BH2NMe3 (7 b) and selenium Ph2As(Se)BH2NMe3 (7 c) oxidation products were both isolated and fully characterized, whereas the bis(trimethylsilyl)peroxide oxidated arsinoborane Ph2As(O)BH2NMe3 (7 a) was not stable enough and could only be characterized in solution. DFT computations supported the decomposition pathway of this compound.

AB - The synthesis and properties of the diphenyl-substituted arsanylborane Ph2AsBH2SMe2 (1) and Ph2AsBH2NMe3 (2) stabilized by a Lewis base (LB) were reported. These compounds were obtained by reaction of KAsPh2 with IBH2−LB (LB=SMe2, NMe3). Compounds 1 and 2 were used as starting materials for oligomeric/ polymeric arsinoboranes. The neutral species, H3B−Ph2AsBH2NMe3 (3) and Br3B−Ph2AsBH2NMe3 (4), were synthesized by reaction with H3B and Br3B, respectively. Upon reaction with IBH2−LB (LB=SMe2, NMe3), the cationic oligomeric group-13/15-based compounds [(Me3NBH2AsPh2BH2NMe3)]I (5) and [H2B(Ph2AsBH2NMe3)2]I (6) were obtained. All compounds were completely characterized. In addition, the oxidation of Ph2AsBH2NMe3 with chalcogens was studied. The sulfur Ph2As(S)BH2NMe3 (7 b) and selenium Ph2As(Se)BH2NMe3 (7 c) oxidation products were both isolated and fully characterized, whereas the bis(trimethylsilyl)peroxide oxidated arsinoborane Ph2As(O)BH2NMe3 (7 a) was not stable enough and could only be characterized in solution. DFT computations supported the decomposition pathway of this compound.

KW - arsenic

KW - boron

KW - cations

KW - oligomers

KW - oxidation

UR - http://www.scopus.com/inward/record.url?scp=85055294394&partnerID=8YFLogxK

U2 - 10.1002/chem.201804341

DO - 10.1002/chem.201804341

M3 - Article

C2 - 30152902

AN - SCOPUS:85055294394

VL - 24

SP - 16521

EP - 16525

JO - Chemistry - A European Journal

JF - Chemistry - A European Journal

SN - 0947-6539

IS - 62

ER -