2016•Chemical CommunicationsRequires access
N-Heterocyclic carbene phosphaketene adducts as precursors to carbene–phosphinidene adducts and a rearranged π-system
Zhongshu Li, Xiaodan Chen, Yaqi Li, Cheng‐Yong Su, Hansjörg Grützmacher
Open publisher page 58 citations
Abstract
The nucleophilic attack of NHCs on the electron deficient carbon of tetryl substituted phosphaketenes Ph3E-P[double bond, length as m-dash]C[double bond, length as m-dash]O (E = Sn-Si), leads quantitatively to the formation of NHC-phosphaketene adducts. With E = Sn or Ge, these zwitterionic adducts decompose upon thermolysis under the release of carbon monoxide to give zwitterionic NHC-phosphinidene adducts. With E = Si an OCP to CPO rearrangement occurs which leads to the formation of a linear π-conjugated molecule, NHC[double bond, length as m-dash]C[double bond, length as m-dash]P-O-SiPh3.