[2+2] Cycloaddition Products of Tetradehydrodianthracene: Experimental and Theoretical Proof of Extraordinary Long CC Single Bonds | Zendy

Kammermeier Stefan | Zendy; Herges Rainer | Zendy; Jones Peter G. | Zendy

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[2+2] Cycloaddition Products of Tetradehydrodianthracene: Experimental and Theoretical Proof of Extraordinary Long CC Single Bonds

Author(s) -

Kammermeier Stefan,

Herges Rainer,

Jones Peter G.

Publication year - 1997

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.199717571

Subject(s) - single bond , chemistry , bond , cycloaddition , raman spectroscopy , triple bond , force constant , double bond , computational chemistry , molecule , physics , organic chemistry , optics , group (periodic table) , catalysis , finance , economics

An extremely long CC single bond of 1.713 Å is found in the [2+2] cycloadduct of ortho ‐didehydrobenzene and tetradehydrodianthracene. The force constant of this central bond is reduced to only 30% of that of the CC bond in ethane. The corresponding CC stretching vibration (687 cm −1 ) in the Raman spectrum is red‐shifted 300 cm −1 relative to the bands of “normal” hydrocarbons.

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