CHIRAL AraBOX AND XyliBOX LIGANDS FOR CYCLOPROPANATION: COMPUTATIONAL INSIGHTS ON THE ENANTIOSELECTION poster presentation on our collaboration: A family of chiral 4,4 #8242;-BOX ligands has been recently developed in the NUI group.1 These ligands, based on arabinol and xylitol scaffolds, have a chiral
backbone and, in some cases, chiral sidearms too. The main difference with the traditional 2,2 -BOX ligands is that the stereogenic atoms of the chiral
backbone are placed at the central bridge, instead of at the carbon atoms bearing the substituents (see Scheme below). These new ligands have been
applied as copper complexes to the asymmetric cyclopropanation reaction of styrene with ethyl diazoacetate. Enantioselectivities of up to 70% were
obtained. The multiple chiral centers in the ligand resulted in a substantial additive effect, which is not easy to rationalize.

Patrick O'Leary

CHIRAL AraBOX AND XyliBOX LIGANDS FOR CYCLOPROPANATION: COMPUTATIONAL INSIGHTS ON THE ENANTIOSELECTION poster presentation on our collaboration: A family of chiral 4,4 #8242;-BOX ligands has been recently developed in the NUI group.1 These ligands, based on arabinol and xylitol scaffolds, have a chiral backbone and, in some cases, chiral sidearms too. The main difference with the traditional 2,2 -BOX ligands is that the stereogenic atoms of the chiral backbone are placed at the central bridge, instead of at the carbon atoms bearing the substituents (see Scheme below). These new ligands have been applied as copper complexes to the asymmetric cyclopropanation reaction of styrene with ethyl diazoacetate. Enantioselectivities of up to 70% were obtained. The multiple chiral centers in the ligand resulted in a substantial additive effect, which is not easy to rationalize.

Patrick O'Leary

Physics

Research output: Contribution to conference (Published) › Poster › peer-review

Original language	English (Ireland)
Publication status	Published - 1 Jan 2012
Event	ESPA 8 2012 Electronic structure: Principles and applications. 2012 - Duration: 28 Jun 2012 → …

Conference

Conference	ESPA 8 2012 Electronic structure: Principles and applications. 2012
Period	28/06/12 → …

Authors (Note for portal: view the doc link for the full list of authors)

Authors
José I. García,a Antonio M. Rodríguez-‐García,b David Kellehan,c Fiona Kirby,c David Frain,c and Patrick OLearyc

Cite this

O'Leary, P. (2012). CHIRAL AraBOX AND XyliBOX LIGANDS FOR CYCLOPROPANATION: COMPUTATIONAL INSIGHTS ON THE ENANTIOSELECTION poster presentation on our collaboration: A family of chiral 4,4 #8242;-BOX ligands has been recently developed in the NUI group.1 These ligands, based on arabinol and xylitol scaffolds, have a chiral backbone and, in some cases, chiral sidearms too. The main difference with the traditional 2,2 -BOX ligands is that the stereogenic atoms of the chiral backbone are placed at the central bridge, instead of at the carbon atoms bearing the substituents (see Scheme below). These new ligands have been applied as copper complexes to the asymmetric cyclopropanation reaction of styrene with ethyl diazoacetate. Enantioselectivities of up to 70% were obtained. The multiple chiral centers in the ligand resulted in a substantial additive effect, which is not easy to rationalize.. Poster session presented at ESPA 8 2012 Electronic structure: Principles and applications. 2012.

O'Leary, Patrick. / CHIRAL AraBOX AND XyliBOX LIGANDS FOR CYCLOPROPANATION: COMPUTATIONAL INSIGHTS ON THE ENANTIOSELECTION poster presentation on our collaboration : A family of chiral 4,4 #8242;-BOX ligands has been recently developed in the NUI group.1 These ligands, based on arabinol and xylitol scaffolds, have a chiral backbone and, in some cases, chiral sidearms too. The main difference with the traditional 2,2 -BOX ligands is that the stereogenic atoms of the chiral backbone are placed at the central bridge, instead of at the carbon atoms bearing the substituents (see Scheme below). These new ligands have been applied as copper complexes to the asymmetric cyclopropanation reaction of styrene with ethyl diazoacetate. Enantioselectivities of up to 70% were obtained. The multiple chiral centers in the ligand resulted in a substantial additive effect, which is not easy to rationalize. Poster session presented at ESPA 8 2012 Electronic structure: Principles and applications. 2012.

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title = "CHIRAL AraBOX AND XyliBOX LIGANDS FOR CYCLOPROPANATION: COMPUTATIONAL INSIGHTS ON THE ENANTIOSELECTION poster presentation on our collaboration: A family of chiral 4,4 \#8242;-BOX ligands has been recently developed in the NUI group.1 These ligands, based on arabinol and xylitol scaffolds, have a chiral backbone and, in some cases, chiral sidearms too. The main difference with the traditional 2,2 -BOX ligands is that the stereogenic atoms of the chiral backbone are placed at the central bridge, instead of at the carbon atoms bearing the substituents (see Scheme below). These new ligands have been applied as copper complexes to the asymmetric cyclopropanation reaction of styrene with ethyl diazoacetate. Enantioselectivities of up to 70\% were obtained. The multiple chiral centers in the ligand resulted in a substantial additive effect, which is not easy to rationalize.",

author = "Patrick O'Leary",

year = "2012",

month = jan,

day = "1",

language = "English (Ireland)",

note = "ESPA 8 2012 Electronic structure: Principles and applications. 2012 ; Conference date: 28-06-2012",

}

O'Leary, P 2012, 'CHIRAL AraBOX AND XyliBOX LIGANDS FOR CYCLOPROPANATION: COMPUTATIONAL INSIGHTS ON THE ENANTIOSELECTION poster presentation on our collaboration: A family of chiral 4,4 #8242;-BOX ligands has been recently developed in the NUI group.1 These ligands, based on arabinol and xylitol scaffolds, have a chiral backbone and, in some cases, chiral sidearms too. The main difference with the traditional 2,2 -BOX ligands is that the stereogenic atoms of the chiral backbone are placed at the central bridge, instead of at the carbon atoms bearing the substituents (see Scheme below). These new ligands have been applied as copper complexes to the asymmetric cyclopropanation reaction of styrene with ethyl diazoacetate. Enantioselectivities of up to 70% were obtained. The multiple chiral centers in the ligand resulted in a substantial additive effect, which is not easy to rationalize.', ESPA 8 2012 Electronic structure: Principles and applications. 2012, 28/06/12.

CHIRAL AraBOX AND XyliBOX LIGANDS FOR CYCLOPROPANATION: COMPUTATIONAL INSIGHTS ON THE ENANTIOSELECTION poster presentation on our collaboration: A family of chiral 4,4 #8242;-BOX ligands has been recently developed in the NUI group.1 These ligands, based on arabinol and xylitol scaffolds, have a chiral backbone and, in some cases, chiral sidearms too. The main difference with the traditional 2,2 -BOX ligands is that the stereogenic atoms of the chiral backbone are placed at the central bridge, instead of at the carbon atoms bearing the substituents (see Scheme below). These new ligands have been applied as copper complexes to the asymmetric cyclopropanation reaction of styrene with ethyl diazoacetate. Enantioselectivities of up to 70% were obtained. The multiple chiral centers in the ligand resulted in a substantial additive effect, which is not easy to rationalize. / O'Leary, Patrick.
2012. Poster session presented at ESPA 8 2012 Electronic structure: Principles and applications. 2012.

Research output: Contribution to conference (Published) › Poster › peer-review

O'Leary P. CHIRAL AraBOX AND XyliBOX LIGANDS FOR CYCLOPROPANATION: COMPUTATIONAL INSIGHTS ON THE ENANTIOSELECTION poster presentation on our collaboration: A family of chiral 4,4 #8242;-BOX ligands has been recently developed in the NUI group.1 These ligands, based on arabinol and xylitol scaffolds, have a chiral backbone and, in some cases, chiral sidearms too. The main difference with the traditional 2,2 -BOX ligands is that the stereogenic atoms of the chiral backbone are placed at the central bridge, instead of at the carbon atoms bearing the substituents (see Scheme below). These new ligands have been applied as copper complexes to the asymmetric cyclopropanation reaction of styrene with ethyl diazoacetate. Enantioselectivities of up to 70% were obtained. The multiple chiral centers in the ligand resulted in a substantial additive effect, which is not easy to rationalize.. 2012. Poster session presented at ESPA 8 2012 Electronic structure: Principles and applications. 2012.