Single‐Step Synthesis of Organometallic Molecular Squares from NR,NR′,NR′′,NR′′′‐Substituted Benzobiscarbenes

The single‐step multicomponent self‐assembly of molecular squares featuring four bridging benzobiscarbenes and four PdII(allyl) or IrI(COD) vertices is presented. Four equivalents of the linear benzobisimidazolium salt [1](PF6)2 react with two equivalents of [Pd(allyl)Cl]2 or [IrCl(COD)]2 in the pre...

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Published inChemistry : a European journal Vol. 23; no. 25; pp. 5939 - 5942
Main Authors Sinha, Narayan, Roelfes, Florian, Hepp, Alexander, Hahn, F. Ekkehardt
Format Journal Article
LanguageEnglish
Published Germany Wiley Subscription Services, Inc 02.05.2017
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Abstract The single‐step multicomponent self‐assembly of molecular squares featuring four bridging benzobiscarbenes and four PdII(allyl) or IrI(COD) vertices is presented. Four equivalents of the linear benzobisimidazolium salt [1](PF6)2 react with two equivalents of [Pd(allyl)Cl]2 or [IrCl(COD)]2 in the presence of Cs2CO3 to yield the tetranuclear octacarbene molecular squares [2](PF6)4 (M=Pd) and [3](PF6)4 (M=Ir), respectively. Compounds [2](PF6)4 and [3](PF6)4 feature exclusively M–carbon bonds making them the first purely organometallic molecular squares. First time! Organometallic molecular squares featuring four NR,NR‐substituted dicarbene ligands and four PdII or IrI vertices have been synthesized by a single‐step multicomponent procedure. Uniquely, the metal centers in the molecular squares feature only M−C bonds.
AbstractList The single-step multicomponent self-assembly of molecular squares featuring four bridging benzobiscarbenes and four Pd (allyl) or Ir (COD) vertices is presented. Four equivalents of the linear benzobisimidazolium salt [1](PF ) react with two equivalents of [Pd(allyl)Cl] or [IrCl(COD)] in the presence of Cs CO to yield the tetranuclear octacarbene molecular squares [2](PF ) (M=Pd) and [3](PF ) (M=Ir), respectively. Compounds [2](PF ) and [3](PF ) feature exclusively M-carbon bonds making them the first purely organometallic molecular squares.
The single-step multicomponent self-assembly of molecular squares featuring four bridging benzobiscarbenes and four PdII(allyl) or IrI(COD) vertices is presented. Four equivalents of the linear benzobisimidazolium salt [1](PF6)2 react with two equivalents of [Pd(allyl)Cl]2 or [IrCl(COD)]2 in the presence of Cs2CO3 to yield the tetranuclear octacarbene molecular squares [2](PF6)4 (M=Pd) and [3](PF6)4 (M=Ir), respectively. Compounds [2](PF6)4 and [3](PF6)4 feature exclusively M-carbon bonds making them the first purely organometallic molecular squares.
The single‐step multicomponent self‐assembly of molecular squares featuring four bridging benzobiscarbenes and four PdII(allyl) or IrI(COD) vertices is presented. Four equivalents of the linear benzobisimidazolium salt [1](PF6)2 react with two equivalents of [Pd(allyl)Cl]2 or [IrCl(COD)]2 in the presence of Cs2CO3 to yield the tetranuclear octacarbene molecular squares [2](PF6)4 (M=Pd) and [3](PF6)4 (M=Ir), respectively. Compounds [2](PF6)4 and [3](PF6)4 feature exclusively M–carbon bonds making them the first purely organometallic molecular squares. First time! Organometallic molecular squares featuring four NR,NR‐substituted dicarbene ligands and four PdII or IrI vertices have been synthesized by a single‐step multicomponent procedure. Uniquely, the metal centers in the molecular squares feature only M−C bonds.
The single‐step multicomponent self‐assembly of molecular squares featuring four bridging benzobiscarbenes and four Pd II (allyl) or Ir I (COD) vertices is presented. Four equivalents of the linear benzobisimidazolium salt [ 1 ](PF 6 ) 2 react with two equivalents of [Pd(allyl)Cl] 2 or [IrCl(COD)] 2 in the presence of Cs 2 CO 3 to yield the tetranuclear octacarbene molecular squares [ 2 ](PF 6 ) 4 (M=Pd) and [ 3 ](PF 6 ) 4 (M=Ir), respectively. Compounds [ 2 ](PF 6 ) 4 and [ 3 ](PF 6 ) 4 feature exclusively M–carbon bonds making them the first purely organometallic molecular squares.
The single-step multicomponent self-assembly of molecular squares featuring four bridging benzobiscarbenes and four PdII (allyl) or IrI (COD) vertices is presented. Four equivalents of the linear benzobisimidazolium salt [1](PF6 )2 react with two equivalents of [Pd(allyl)Cl]2 or [IrCl(COD)]2 in the presence of Cs2 CO3 to yield the tetranuclear octacarbene molecular squares [2](PF6 )4 (M=Pd) and [3](PF6 )4 (M=Ir), respectively. Compounds [2](PF6 )4 and [3](PF6 )4 feature exclusively M-carbon bonds making them the first purely organometallic molecular squares.The single-step multicomponent self-assembly of molecular squares featuring four bridging benzobiscarbenes and four PdII (allyl) or IrI (COD) vertices is presented. Four equivalents of the linear benzobisimidazolium salt [1](PF6 )2 react with two equivalents of [Pd(allyl)Cl]2 or [IrCl(COD)]2 in the presence of Cs2 CO3 to yield the tetranuclear octacarbene molecular squares [2](PF6 )4 (M=Pd) and [3](PF6 )4 (M=Ir), respectively. Compounds [2](PF6 )4 and [3](PF6 )4 feature exclusively M-carbon bonds making them the first purely organometallic molecular squares.
Author Roelfes, Florian
Hahn, F. Ekkehardt
Hepp, Alexander
Sinha, Narayan
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  fullname: Hahn, F. Ekkehardt
  email: fehahn@uni-muenster.de
  organization: Westfälische Wilhelms-Universität Münster
BackLink https://www.ncbi.nlm.nih.gov/pubmed/27786392$$D View this record in MEDLINE/PubMed
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Issue 25
Keywords self-assembly
molecular squares
supramolecular chemistry
carbene ligands
transition metals
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Snippet The single‐step multicomponent self‐assembly of molecular squares featuring four bridging benzobiscarbenes and four PdII(allyl) or IrI(COD) vertices is...
The single‐step multicomponent self‐assembly of molecular squares featuring four bridging benzobiscarbenes and four Pd II (allyl) or Ir I (COD) vertices is...
The single-step multicomponent self-assembly of molecular squares featuring four bridging benzobiscarbenes and four Pd (allyl) or Ir (COD) vertices is...
The single-step multicomponent self-assembly of molecular squares featuring four bridging benzobiscarbenes and four PdII(allyl) or IrI(COD) vertices is...
The single-step multicomponent self-assembly of molecular squares featuring four bridging benzobiscarbenes and four PdII (allyl) or IrI (COD) vertices is...
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SubjectTerms Apexes
carbene ligands
Chemical synthesis
Chemistry
Equivalence
molecular squares
Self-assembly
supramolecular chemistry
transition metals
Title Single‐Step Synthesis of Organometallic Molecular Squares from NR,NR′,NR′′,NR′′′‐Substituted Benzobiscarbenes
URI https://onlinelibrary.wiley.com/doi/abs/10.1002%2Fchem.201604996
https://www.ncbi.nlm.nih.gov/pubmed/27786392
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https://www.proquest.com/docview/1835687284
Volume 23
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