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Synthesis of an Extremely Bent Acyclic Allene (A “Carbodicarbene”): A Strong Donor Ligand
Author(s) -
Dyker C. Adam,
Lavallo Vincent,
Donnadieu Bruno,
Bertrand Guy
Publication year - 2008
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200705620
Subject(s) - allene , lone pair , ligand (biochemistry) , bent molecular geometry , chemistry , atom (system on chip) , crystallography , stereochemistry , molecule , catalysis , organic chemistry , biochemistry , receptor , computer science , embedded system
Pushed to the limit : Pushing CC π bonds to the breaking point by using a push–push substitution pattern forces allenes to bend (see structure; C light blue, N dark blue). An acyclic allene featuring a CCC bond angle of 134.8° has been isolated in which the typically sp‐hybridized central carbon atom approaches a configuration that has two lone pairs of electrons, and acts as a very strong η 1 ‐donor ligand for transition metals.

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