Planar Chiral Iridium Complexes with the Δ‐TRISPHAT Anion: Toward the First Enantiopure  o ‐Quinone Methide π‐Complex | Zendy

Moussa Jamal | Zendy; Chamoreau Lise Marie | Zendy; Amouri Hani | Zendy

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Planar Chiral Iridium Complexes with the Δ‐TRISPHAT Anion: Toward the First Enantiopure o ‐Quinone Methide π‐Complex

Author(s) -

Moussa Jamal,

Chamoreau Lise Marie,

Amouri Hani

Publication year - 2013

Publication title -

chirality

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.43

H-Index - 77

eISSN - 1520-636X

pISSN - 0899-0042

DOI - 10.1002/chir.22183

Subject(s) - chemistry , enantiopure drug , iridium , enantioselective synthesis , chirality (physics) , diastereomer , quinone methide , stereochemistry , counterion , cationic polymerization , circular dichroism , crystallography , ion , quinone , organic chemistry , chiral symmetry breaking , catalysis , physics , quantum mechanics , quark , nambu–jona lasinio model

We describe the resolution of a planar chiral cationic iridium complex [Cp*Ir(η 5 ‐2‐methyl‐oxodienyl)][OT f] ( 2 ) following the counterion strategy, where anion metathesis by Δ‐TRISPHAT generates the two diastereomers ( pR, pS) ‐[Cp*Ir(η 5 ‐2‐methyl‐oxodienyl)][Δ‐TRISPHAT] ( 3a , 3a' ). Upon fractional crystallization both compounds were separated as confirmed by 1 H nuclear magnetic resonance (NMR) and circular dichroism studies recorded in solution. The latter represents the key‐complex precursors for the enantioselective synthesis of metallated o ‐quinone methide complexes ( 4a , 4a' ). Chirality 25:449–454, 2013 . © 2013 Wiley Periodicals, Inc.

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