Tetrakis(dimethylamino)ethene: An Extremely Electron‐Rich Molecule with Unusual Structure both in the Crystal and in the Gas Phase | Zendy

Bock Hans | Zendy; Borrmann Horst | Zendy; Havlas Zdenek | Zendy; Oberhammer Heinz | Zendy; Ruppert Klaus | Zendy; Simon Arndt | Zendy

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Tetrakis(dimethylamino)ethene: An Extremely Electron‐Rich Molecule with Unusual Structure both in the Crystal and in the Gas Phase

Author(s) -

Bock Hans,

Borrmann Horst,

Havlas Zdenek,

Oberhammer Heinz,

Ruppert Klaus,

Simon Arndt

Publication year - 1991

Publication title -

angewandte chemie international edition in english

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 5.831

H-Index - 550

eISSN - 1521-3773

pISSN - 0570-0833

DOI - 10.1002/anie.199116781

Subject(s) - bent molecular geometry , steric effects , molecule , crystallography , crystal structure , gas phase , electron pair , dihedral angle , nitrogen , chemistry , molecular geometry , crystal (programming language) , torsion (gastropod) , electron , materials science , stereochemistry , hydrogen bond , physics , organic chemistry , computer science , programming language , medicine , surgery , quantum mechanics

An unusual and chiral molecular framework characterizes the crystal structure of the air‐sensitive title coumpound 1 , which solidifies at 273 K. The molecular fragments on either side of the stretched CC bond (138 pm) are twisted by 28° relative to each other (picture bottom right). Even in the gas phase 1 shows an unusual molecular structure, dictated by steric congestion. The four nitrogen electron pairs of the substantially flattened dimethylamino substituents are bent out of the optima1 orientation for π interaction (the torsion angle ω(CC‐NC 2 ) is 55 o .

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