TY - JOUR
T1 - The “Metallo”-Diels–Alder Reactions
T2 - Examining the Metalloid Behavior of Germanimines
AU - Evans, Matthew J.
AU - Anker, Mathew D.
AU - Mouchfiq, Ahmed
AU - Lein, Matthias
AU - Fulton, J. Robin
N1 - Publisher Copyright:
© 2019 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim
PY - 2020/2/26
Y1 - 2020/2/26
N2 - Addition of MesN3 (Mes=2,4,6-Me3C6H2) to germylene [(NONtBu)Ge] (NONtBu=O(SiMe2NtBu)2) (1) gives germanimine, [(NONtBu)Ge=NMes] (2). Compound 2 behaves as a metalloid, showing reactivity reminiscent of both transition metal-imido complexes, undergoing [2+2] addition with heterocumulenes and protic sources, as well as an activated diene, undergoing a [4+2] cycloaddition, or “metallo”-Diels–Alder, reaction. In the latter case, the diene includes the Ge=N bond and π-system of the Mes substituent, which is reactive towards dienophiles including benzaldehyde, benzophenone, styrene, and phenylacetylene.
AB - Addition of MesN3 (Mes=2,4,6-Me3C6H2) to germylene [(NONtBu)Ge] (NONtBu=O(SiMe2NtBu)2) (1) gives germanimine, [(NONtBu)Ge=NMes] (2). Compound 2 behaves as a metalloid, showing reactivity reminiscent of both transition metal-imido complexes, undergoing [2+2] addition with heterocumulenes and protic sources, as well as an activated diene, undergoing a [4+2] cycloaddition, or “metallo”-Diels–Alder, reaction. In the latter case, the diene includes the Ge=N bond and π-system of the Mes substituent, which is reactive towards dienophiles including benzaldehyde, benzophenone, styrene, and phenylacetylene.
KW - Diels–Alder
KW - germanium
KW - imine
KW - metalloid
KW - multiple bonds
KW - N ligands
UR - http://www.scopus.com/inward/record.url?scp=85080831915&partnerID=8YFLogxK
U2 - 10.1002/chem.201905693
DO - 10.1002/chem.201905693
M3 - Article
C2 - 31863493
AN - SCOPUS:85080831915
SN - 0947-6539
VL - 26
SP - 2606
EP - 2609
JO - Chemistry - A European Journal
JF - Chemistry - A European Journal
IS - 12
ER -