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1 article(s) from Blanco Trillo, Roberto

An unusually stable chlorophosphite: What makes BIFOP–Cl so robust against hydrolysis?

Roberto Blanco Trillo,
Jörg M. Neudörfl and
Bernd Goldfuss

Beilstein J. Org. Chem. 2015, 11, 313–322, doi:10.3762/bjoc.11.36

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Graphical Abstract

Scheme 1: Fenchyl-based ligands used as building blocks for phosphorous ligands or organoaluminum reagents.

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Scheme 2: Reaction of BIFOP–Cl (1) to BIFOP–(O)H (2) and of O–BIFOP–Cl (3) yielding O–BIFOP–H (4), O–BIFOP–(O...

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Figure 1: ³¹P NMR (125 MHz, CDCl₃) of O–BIFOP–Cl (3, δ = 161.9) after the addition of 1 equiv H₂O and formati...

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Figure 2: X-ray crystal structure of diphenyl ether-2,2’-biscyclofenchene 7. Ellipsoids are shown with 50% pr...

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Scheme 3: Proposed mechanism for the formation of diphenyl ether-2,2’-biscyclofenchene 7 through stabilizatio...

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Figure 3: ³¹P NMR (125 MHz, CDCl₃) of O–BIFOP–H (4, δ = 152.5) adding O₂ after a) 5 min; b) 15 min; c) 120 mi...

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Figure 4: X-ray crystal structure of BIFOP-Cl 1. Ellipsoids are shown with 50% probability [15].

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Scheme 4: The different backbones provoke different reactivities due to tighter encapsulation of the P–Cl uni...

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Figure 5: X-ray crystal structure of O-BIFOP-Cl (3). Ellipsoids are shown with 50% probability.

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Figure 6: Transition state structure for the reaction of BIFOP–Cl (1) with water (BP86/def-SV(P)).

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Figure 7: Transition state structure for the reaction of O-BIFOP–Cl (3) with water (BP86/def-SV(P)).

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Published 04 Mar 2015

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