2009
DOI: 10.1039/b909620e
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Metal-free hydrogen activation and hydrogenation of imines by 1,8-bis(dipentafluorophenylboryl)naphthalene

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Cited by 122 publications
(61 citation statements)
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“…It is highly likely that BCF forms a FLP with the substrate itself which is capable of splitting hydrogen to auto‐catalytically hydrogenate diethyl benzylidenemalonate. A similar behavior is already reported in literature for BCF in combination with imines . Experimental evidence of the autoinduced catalysis of imine reduction with BCF was reported by Tussing et al .…”
Section: Resultssupporting
confidence: 89%
“…It is highly likely that BCF forms a FLP with the substrate itself which is capable of splitting hydrogen to auto‐catalytically hydrogenate diethyl benzylidenemalonate. A similar behavior is already reported in literature for BCF in combination with imines . Experimental evidence of the autoinduced catalysis of imine reduction with BCF was reported by Tussing et al .…”
Section: Resultssupporting
confidence: 89%
“…Additional broad signals can be assigned to the acetonitrile adduct, [(CH 3 CN)B( m ‐XyF 6 ) 3 ]. Clearly, B( m ‐XyF 6 ) 3 displays a significantly higher tendency than B(C 6 F 5 ) 3 to form a hydrogen‐bonded hydrodiborate,39 which could be ascribed to its high Lewis acidity along with its lower steric demand.…”
Section: Resultsmentioning
confidence: 99%
“…This is aptly demonstrated by comparing the compounds of Figure 1, the only peri-substituted systems reported up until now with separations larger than 3.8 Å. [4][5][6][7][8][9][10][11] Figure 1. Severely strained peri-substituted systems incorporating non-bonded distances greater than 3.8 Å.…”
Section: Introductionmentioning
confidence: 93%
“…[4][5][6][7][8][9][10] Interestingly, the largest separation is found between phosphorus atoms in tris(sulfide) A [4.072(3) Å], 4,11 with similar values observed for bis(phosphours) B-D, 5,6,7,11 despite compounds with much larger peri-heteroatoms having been prepared (for example E-H). 2,8,9,11 In these compounds, P•••P separations are remarkably 6-13% longer than the sum of van der Waals radii and can be explained by the increased crowding of the bay region by the introduction of bulky chalcogen atoms in A-C, [4][5][6] and the severe coulombic repulsion experienced by the closely aligned positively charged phosphorus centers in D. 7 The series of 1,8-bis(trimethylelement)naphthalenes F-H represents a set of equally strained molecules, and in spite of having larger heteroatoms at the proximal peri-positions [rvdW (Sn) 2.17 Å, (Ge) 2.11 Å;…”
Section: Introductionmentioning
confidence: 99%