N-Fluoro-(3,5-di-tert-butyl-4-methoxy)benzenesulfonimide (NFBSI): A sterically demanding electrophilic fluorinating reagent for enantioselective fluorination

2011 ◽  
Vol 132 (3) ◽  
pp. 222-225 ◽  
Author(s):  
Hiroyuki Yasui ◽  
Takeshi Yamamoto ◽  
Takehisa Ishimaru ◽  
Takeo Fukuzumi ◽  
Etsuko Tokunaga ◽  
...  
2018 ◽  
Vol 71 (4) ◽  
pp. 222
Author(s):  
Matthias Lein

We evaluate the balance of steric and electronic effects in the site selectivity of the binding of [Rh(Me5Cp)]+ ([RhCp·]+) to the three possible coordination sites of the polyaromatic hydrocarbon (PAH) hexa-tert-butyl-hexa-peri-hexabenzocoronene (HBBC). We find that despite the close proximity of sterically demanding tert-butyl groups to the methyl groups of the Cp* ligand, the extent of steric repulsion is minor compared to electronic interaction from bond formation and that the site selectivity is best explained in terms of the electronics of the (poly) aromatic system. This is in contrast to previous investigations on similar systems with a COD ligand where steric influence has been shown to dominate selectivity.


2012 ◽  
Vol 41 (10) ◽  
pp. 2890 ◽  
Author(s):  
Edwin C. Constable ◽  
Nik Hostettler ◽  
Catherine E. Housecroft ◽  
Peter Kopecky ◽  
Markus Neuburger ◽  
...  

1978 ◽  
Vol 56 (15) ◽  
pp. 2019-2024 ◽  
Author(s):  
Gerald W. Buchanan ◽  
Catherine M. E. Cousineau ◽  
Thomas C. Mundell

1H and 13C nmr data for eight phenyl, diphenyl- and di-tert-butyl-2-oxo-1,3,2-dioxathianes, substituted at C-4 and/or C-6 are presented. Vicinal couplings obtained from 1H spectra by iterative computer analysis indicate chair geometries for all materials except trans-4,6-disubstituted compounds. 13C chemical shifts are corroborative.


ChemInform ◽  
2011 ◽  
Vol 42 (31) ◽  
pp. no-no
Author(s):  
Hiroyuki Yasui ◽  
Takeshi Yamamoto ◽  
Takehisa Ishimaru ◽  
Takeo Fukuzumi ◽  
Etsuko Tokunaga ◽  
...  

2006 ◽  
Vol 61 (10) ◽  
pp. 1189-1197 ◽  
Author(s):  
Matthias Tamm ◽  
Thomas Bannenberg ◽  
Victoria Urban ◽  
Tania Pape ◽  
Olga Kataeva

The X-ray crystal structures of anionic transition metal complexes containing the sterically demanding 1,3,5-tri-tert-butyltropylium cation, [1,3,5-C7H4tBu3]+, as the compensating ion are presented. Bis(1,3,5-tri-tert-butyltropylium) hexachlorodiferrate(II), [1,3,5-C7H4tBu3]2[Fe2Cl6] (4), was obtained from the reaction of the 1,3,5-tri-tert-butyltropylium hydrogendichloride, [1,3,5- C7H4tBu3][HCl2] (3), with FeCl2, whereas the 1,3,5-tri-tert-butyltropylium tetrabromooxomolybdate( V) [1,3,5-C7H4tBu3][trans-Mo(O)Br4(CH3CN)] (7) was isolated from the reaction of the cycloheptatrienyl complex [(η7-1,3,5-C7H4tBu3)Mo(CO)2Br] (6) with elemental bromine. The crystal structures of 3, 4, 7 and 7 · CH3CN show in each case well separated anions and cations and the absence of any covalent anion-cation interactions. However, close inspection of the crystal packing reveals that the 1,3,5-tri-tert-butyltropylium cation can act as a CH-proton donor towards the counterion leading to the formation of weak C-H· · ·Cl-M and C-H· · ·O=M hydrogen bonds in 4 and in 7 and 7 ·CH3CN, respectively.


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