ortho-Lithiation of triphenylphosphonio-methylide and, also, triphenylphosphine oxide
1984
Abstract
Treating Ph3P+C-H2 with RLi (R = Me, Bu) gave mainly RPh2P+C-H2 via extensive ligand exchange whereas R1Li (R1 = MeEtCH, Me3C) reacts to give o-lithiated Ph2(o-LiC6H4)P+C-H2. Ph3PO is also o-lithiated by PhLi or Me3CLi to give Ph2(o-LiC6H4)P+O-. [on SciFinder (R)]
Details
Title
ortho-Lithiation of triphenylphosphonio-methylide and, also, triphenylphosphine oxide
Author(s)
Schaub, Bruno ; Jenny, Titus ; Schlosser, Manfred
Published in
Tetrahedron Letters
Volume
25
Issue
37
Pages
4097-100
Date
1984
ISSN
0040-4039
Keywords
Lithiation (ortho-; of triphenylphosphonio methylide and triphenylphosphine oxide); Substitution reaction (ligand exchange; in lithiation of triphenylphosphonio methylide); lithiation ortho triphenylphosphonio methylide; phosphonio methylide ortho lithiation; phosphine oxide triphenyl ortho lithiation
Note
CAN 102:6670
29-7
Organometallic and Organometalloidal Compounds
Inst. Chim. Org.,Univ. Lausanne,Lausanne,Switz.
Journal
written in English.
109-72-8; 594-19-4; 598-30-1; 917-54-4 Role: RCT (Reactant), RACT (Reactant or reagent) (lithiation by, of triphenylphosphonio methylide); 3487-44-3; 19493-09-5 Role: RCT (Reactant), RACT (Reactant or reagent) (lithiation of); 93595-64-3P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (prepn. and reactions of); 2572-40-9P; 4554-22-7P; 6840-26-2P; 29942-61-8P; 56598-35-7P; 82537-28-8P; 93746-57-7P; 93746-58-8P; 93746-59-9P; 93746-60-2P; 93746-61-3P; 93746-62-4P; 93746-63-5P; 93746-64-6P; 93746-77-1P; 93746-78-2P Role: SPN (Synthetic preparation), PREP (Preparation) (prepn. of); 74-88-4 Role: RCT (Reactant), RACT (Reactant or reagent) (reaction of, with lithiophenyldiphenylphosphonio methylide); 100-52-7 Role: RCT (Reactant), RACT (Reactant or reagent) (reaction of, with phosphonium salt); 791-28-6 Role: RCT (Reactant), RACT (Reactant or reagent) (o-lithiation of)
29-7
Organometallic and Organometalloidal Compounds
Inst. Chim. Org.,Univ. Lausanne,Lausanne,Switz.
Journal
written in English.
109-72-8; 594-19-4; 598-30-1; 917-54-4 Role: RCT (Reactant), RACT (Reactant or reagent) (lithiation by, of triphenylphosphonio methylide); 3487-44-3; 19493-09-5 Role: RCT (Reactant), RACT (Reactant or reagent) (lithiation of); 93595-64-3P Role: RCT (Reactant), SPN (Synthetic preparation), PREP (Preparation), RACT (Reactant or reagent) (prepn. and reactions of); 2572-40-9P; 4554-22-7P; 6840-26-2P; 29942-61-8P; 56598-35-7P; 82537-28-8P; 93746-57-7P; 93746-58-8P; 93746-59-9P; 93746-60-2P; 93746-61-3P; 93746-62-4P; 93746-63-5P; 93746-64-6P; 93746-77-1P; 93746-78-2P Role: SPN (Synthetic preparation), PREP (Preparation) (prepn. of); 74-88-4 Role: RCT (Reactant), RACT (Reactant or reagent) (reaction of, with lithiophenyldiphenylphosphonio methylide); 100-52-7 Role: RCT (Reactant), RACT (Reactant or reagent) (reaction of, with phosphonium salt); 791-28-6 Role: RCT (Reactant), RACT (Reactant or reagent) (o-lithiation of)
Laboratories
LSCO
Record Appears in
Scientific production and competences > SB - School of Basic Sciences > SB Archives > LSCO - Laboratory of Organic Synthesis and Catalysis
Peer-reviewed publications
Work produced at EPFL
Journal Articles
Published
Peer-reviewed publications
Work produced at EPFL
Journal Articles
Published
Record creation date
2006-03-03