Reactive-state spin-dependent diastereoselective photoisornerization of trans,trans-2,3-diphenylcyclopropane-1-carboxylic acid derivatives included in zeolites
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作者:
Sivaguru, J
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Tulane Univ, Dept Chem, New Orleans, LA 70118 USATulane Univ, Dept Chem, New Orleans, LA 70118 USA
Sivaguru, J
[1
]
Shichi, T
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Tulane Univ, Dept Chem, New Orleans, LA 70118 USATulane Univ, Dept Chem, New Orleans, LA 70118 USA
Shichi, T
[1
]
Ramamurthy, V
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Tulane Univ, Dept Chem, New Orleans, LA 70118 USATulane Univ, Dept Chem, New Orleans, LA 70118 USA
Ramamurthy, V
[1
]
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[1] Tulane Univ, Dept Chem, New Orleans, LA 70118 USA
The asymmetric induction facilitated by a chiral auxiliary during the photoisomerization of trans, trans-2,3-diphenylcyclopropane derivatives depends on the medium (solution vs zeolite) and the reactive state (singlet vs triplet). Within zeolites, direct excitation most likely proceeds via a zwitterionic intermediate, while triplet sensitization most likely proceeds via a diradical intermediate.