Abstract
Two new chiral calix[4]arene-salen ligands 1a,b, based on calix[4]arene platforms in 1,3-alternate conformation, have been prepared by a new general synthetic pathway. Their Mn(iii) complexes, 3a,b, have shown fairly good efficiency in the asymmetric epoxidation of styrene and substituted styrenes, whereas excellent catalytic activity and selectivity were observed with rigid bicyclic alkenes, namely 1,2-dihydro-naphthalene and substituted 2,2′-dimethyl-chromene. The higher catalytic properties of 3a may be ascribed to the more rigid and inherently chiral structure as proved by molecular modelling, NMR spectroscopy and X-ray data of the similarly structured UO2 complexes 2a,b.
| Original language | English |
|---|---|
| Pages (from-to) | 2183-2193 |
| Number of pages | 11 |
| Journal | Dalton Transactions |
| Volume | 43 |
| Issue number | 5 |
| DOIs | |
| Publication status | Published - Feb 7 2014 |
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ASJC Scopus subject areas
- Inorganic Chemistry
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Novel chiral (salen)Mn(iii) complexes containing a calix[4]arene unit in 1,3-alternate conformation as catalysts for enantioselective epoxidation reactions of (Z)-aryl alkenes. / Bonaccorso, Carmela; Brancatelli, Giovanna; Ballistreri, Francesco P.; Geremia, Silvano; Pappalardo, Andrea; Tomaselli, Gaetano A.; Toscano, Rosa M.; Sciotto, Domenico.
In: Dalton Transactions, Vol. 43, No. 5, 07.02.2014, p. 2183-2193.Research output: Contribution to journal › Article
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TY - JOUR
T1 - Novel chiral (salen)Mn(iii) complexes containing a calix[4]arene unit in 1,3-alternate conformation as catalysts for enantioselective epoxidation reactions of (Z)-aryl alkenes
AU - Bonaccorso, Carmela
AU - Brancatelli, Giovanna
AU - Ballistreri, Francesco P.
AU - Geremia, Silvano
AU - Pappalardo, Andrea
AU - Tomaselli, Gaetano A.
AU - Toscano, Rosa M.
AU - Sciotto, Domenico
PY - 2014/2/7
Y1 - 2014/2/7
N2 - Two new chiral calix[4]arene-salen ligands 1a,b, based on calix[4]arene platforms in 1,3-alternate conformation, have been prepared by a new general synthetic pathway. Their Mn(iii) complexes, 3a,b, have shown fairly good efficiency in the asymmetric epoxidation of styrene and substituted styrenes, whereas excellent catalytic activity and selectivity were observed with rigid bicyclic alkenes, namely 1,2-dihydro-naphthalene and substituted 2,2′-dimethyl-chromene. The higher catalytic properties of 3a may be ascribed to the more rigid and inherently chiral structure as proved by molecular modelling, NMR spectroscopy and X-ray data of the similarly structured UO2 complexes 2a,b.
AB - Two new chiral calix[4]arene-salen ligands 1a,b, based on calix[4]arene platforms in 1,3-alternate conformation, have been prepared by a new general synthetic pathway. Their Mn(iii) complexes, 3a,b, have shown fairly good efficiency in the asymmetric epoxidation of styrene and substituted styrenes, whereas excellent catalytic activity and selectivity were observed with rigid bicyclic alkenes, namely 1,2-dihydro-naphthalene and substituted 2,2′-dimethyl-chromene. The higher catalytic properties of 3a may be ascribed to the more rigid and inherently chiral structure as proved by molecular modelling, NMR spectroscopy and X-ray data of the similarly structured UO2 complexes 2a,b.
UR - http://www.scopus.com/inward/record.url?scp=84891349884&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=84891349884&partnerID=8YFLogxK
U2 - 10.1039/c3dt52550c
DO - 10.1039/c3dt52550c
M3 - Article
C2 - 24297211
AN - SCOPUS:84891349884
VL - 43
SP - 2183
EP - 2193
JO - Dalton Transactions
JF - Dalton Transactions
SN - 1477-9226
IS - 5
ER -