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Pentasila[1.1.1]propellane. Predictions Concerning Structure, Bonding, and Strain Energy
Author(s) -
Schleyer Paul von Raguée,
Janoschek Rudolf
Publication year - 1987
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.198712671
Subject(s) - propellane , diradical , ab initio , bond order , computational chemistry , singlet state , chemistry , wave function , character (mathematics) , crystallography , ring (chemistry) , strain (injury) , bond length , molecular physics , stereochemistry , physics , bicyclic molecule , atomic physics , mathematics , crystal structure , organic chemistry , medicine , geometry , excited state
A rewarding synthetic target is the title compound 1 , only a stretched‐bond isomer of which should be stable according to the results of ab initio calculations. The bridgehead Si atoms are 2.73 Å apart, and the bond order between them is only 0.176. This is consistent with the substantial diradical character of the singlet wave function of 1 and with the fact that Si four‐membered rings are energetically more favorable than Si three‐membered rings.