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Isolation of an Arsenic Diradicaloid with a Cyclic C<sub>2</sub>As<sub>2</sub>‐Core

Henric Steffenfauseweh, Yury V. Vishnevskiy, Beate Neumann, Hans‐Georg Stammler, Diego M. Andrada, Rajendra S. Ghadwal

2022Angewandte Chemie International Edition23 citationsDOIOpen Access PDF

Abstract

Abstract Herein, we report on the synthesis, characterization, and reactivity studies of the first cyclic C 2 As 2 ‐diradicaloid {(IPr)CAs} 2 ( 6 ) (IPr = C{N(Dipp)CH} 2 ; Dipp = 2,6‐ i Pr 2 C 6 H 3 ). Treatment of (IPr)CH 2 ( 1 ) with AsCl 3 affords the Lewis adduct {(IPr)CH 2 }AsCl 3 ( 2 ). Compound 2 undergoes stepwise dehydrochlorination to yield {(IPr)CH}AsCl 2 ( 3 ) and {(IPr)CAsCl} 2 ( 5 a ) or [{(IPr)CAs} 2 Cl]OTf ( 5 b ). Reduction of 5 a (or 5 b ) with magnesium turnings gives 6 as a red crystalline solid in 90% yield. Compound 6 featuring a planar C 2 As 2 ring is diamagnetic and exhibits well resolved NMR signals. DFT calculations reveal a singlet ground state for 6 with a small singlet‐triplet energy gap of 8.7 kcal mol −1 . The diradical character of 6 amounts to 20% (CASSCF, complete active space self consistent field) and 28% (DFT). Treatments of 6 with (PhSe) 2 and Fe 2 (CO) 9 give rise to {(IPr)CAs(SePh)} 2 ( 7 ) and {(IPr)CAs} 2 Fe(CO) 4 ( 8 ), respectively.

Topics & Concepts

Singlet stateDiradicalChemistryAdductYield (engineering)Reactivity (psychology)DiamagnetismMagnesiumCrystallographyMedicinal chemistryMaterials sciencePhysicsOrganic chemistryAtomic physicsExcited stateMagnetic fieldMedicineQuantum mechanicsAlternative medicineMetallurgyPathologySynthesis and characterization of novel inorganic/organometallic compoundsCrystal Structures and PropertiesCoordination Chemistry and Organometallics
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