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“Cage‐Like” Phosphines: Design and Catalytic Properties
Author(s) -
Zablocka Maria,
Hameau Aurélien,
Caminade AnneMarie,
Majoral JeanPierre
Publication year - 2010
Publication title -
advanced synthesis and catalysis
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.541
H-Index - 155
eISSN - 1615-4169
pISSN - 1615-4150
DOI - 10.1002/adsc.201000427
Subject(s) - chemistry , cycloisomerization , isomerization , allylic rearrangement , decane , catalysis , transition metal , halogen , substitution reaction , medicinal chemistry , organic chemistry , stereochemistry , alkyl
The need to design organocatalysts or water‐soluble catalysts for a number of reactions of industrial interest helps explain the renewed interest in ligands which allow such reactions to take place. Among them, “cage‐like” phosphines, known for some time, offer new perspectives as also do their corresponding metal transition complexes. The role of some of these ligands, such as Verkade‐type bases, 1,3,5‐triaza‐7‐phosphatricyclo[3.3.1.1]decane (PTA), 2,4,10‐trimethyl‐1,2,4,7,10‐hexaaza‐3‐phosphatricyclo[3.3.1.1 3,7 ]decane (THPA), and tris(1,2‐dimethylhydrazino)diphosphine (THDP), as central tools with broad functional group tolerance for CC, CO, CN bond formation, halogen exchange reactions, isomerization of allylic alcohols, cycloisomerization as well as Kharasch reactions are highlighted with selected examples.