Uranium Complexes. Cory J. Windorff and William J. Evans*
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1 29 Si NMR Spectra of Silicon-containing Uranium Complexes Cory J. Windorff and William J. Evans* Department of Chemistry, University of California, Irvine, California , United States Supporting Information Table of Contents Synthesis of additional compounds examined for the survey Sample 29 Si NMR spectra S2 S3 S11 Graphs of 29 Si NMR chemical shift vs. U Si distance by uranium oxidation state S12 S14 Graphs of 29 Si NMR chemical shift vs. U Si distance by ligand set Table of 29 Si NMR chemical shift vs. U Si distances References S15 S17 S19 S20 S20 1
2 Syntheses of Additional Compounds Examined for the Survey (C 5 Me 4 SiMe 3 ) 2 U[N(SiMe 3 ) 2 ]. The synthesis of this complex is analogous to that of (C 5 Me 5 ) 2 U[N(SiMe 3 ) 2 ]. 1 KN(SiMe 3 ) 2 (8 mg, 0.04 mmol) was added to a stirred slurry of [(C 5 Me 4 SiMe 3 ) 2 U][(µ-Ph 2 )BPh 2 ] 2 (34 mg, mmol) in benzene (7 ml) and the mixture was stirred for 16 h. The solution was filtered and the volatiles were removed under reduced pressure to yield (C 5 Me 4 SiMe 3 ) 2 U[N(SiMe 3 ) 2 ] as a dark blue tacky solid (28 mg, 96%). 1 H NMR (C 6 D 6 ): δ 6.47 (12H, C 5 Me 4 SiMe 3 ), 8.99 (18H, SiMe 3 ), 9.08 (12H, C 5 Me 4 SiMe 3 ), (18H, SiMe 3 ). 29 Si (C 6 D 6 ): δ 206 (C 5 Me 4 SiMe 3 ), 231 [N(SiMe 3 ) 2 ]. (C 5 Me 4 SiMe 3 ) 2 U[CH(SiMe 3 ) 2 ]. The synthesis is analogous to that of (C 5 Me 5 )U[N(SiMe 3 ) 2 ]. 1 LiCH(SiMe 3 ) 2 (11 mg, mmol) was added to a stirred slurry of [(C 5 Me 4 SiMe 3 ) 2 U][(µ-Ph 2 )BPh 2 ] 2 (61 mg, mmol) in benzene (3 ml). After 4 h, white solids (presumably LiBPh 4 ) were precipitated by the addition of 5 ml hexane and removed by centrifugation. The solvent was removed under reduced pressure to yield (C 5 Me 4 SiMe 3 ) 2 U[CH(SiMe 3 ) 2 ] as a brown oil (42 mg, 82 %). 1 H NMR (C 6 D 6 ): δ (1H, CH(SiMe 3 ) 2 ), 5.06 (6H, C 5 Me 4 SiMe 3 ), 4.94 (6H, C 5 Me 4 SiMe 3 ), 7.12 (9H, CH(SiMe 3 ) 2 ), 8.96 (9H, CH(SiMe 3 ) 2 ), 9.37 (6H, C 5 Me 4 SiMe 3 ), (6H, C 5 Me 4 SiMe 3 ), (18H, C 5 Me 4 SiMe 3 ). 29 Si (C 6 D 6 ): δ 137 (C 5 Me 4 SiMe 3 ), 181 (CH(SiMe 3 ) 2 ), 198 (CH(SiMe 3 ) 2 ). 2
3 Representative 29 Si NMR Spectra Figure S1: 29 Si NMR spectrum of (C 5 Me 4 SiMe 3 ) 2 UCl 2 in C 6 D 6 with signal at δ 51 ppm. 3
4 Figure S2: 29 Si NMR spectrum of (C 5 Me 4 SiMe 3 ) 2 UMe 2 in C 6 D 6 with signal at δ 84 ppm. 4
5 Figure S3: 29 Si NMR spectrum of U[N(SiMe 3 ) 2 ] 4 in C 6 D 6 with signal at δ 127 ppm. 5
6 Figure S4: 29 Si NMR spectrum of (C 5 H 4 SiMe 3 ) 3 U(THF) in C 4 H 8 O with signal at δ 158 ppm. 6
7 Figure S5: 29 Si NMR spectrum of [C 5 H 3 (SiMe 3 ) 2 ] 3 U in C 6 D 6 with signal at δ 162 ppm 7
8 Figure S6: 29 Si NMR spectrum of [K(THF) 6 ]{U[N(SiMe 3 ) 2 ] 4 } in C 6 D 6 with signal at δ 192 ppm. 8
9 Figure S7: 29 Si NMR spectrum of C 5 Me 4 SiMe 3 H in C 6 D 6 with signal at δ 1.32 ppm. 9
10 Figure S8: 29 Si NMR spectrum of K[C 5 H 3 (SiMe 3 ) 2 ] in C 4 H 8 O with signal at δ ppm. 10
11 Figure S9: 29 Si NMR spectrum of KN(SiMe 3 ) 2 in C 6 D 6 with signal at δ ppm. 11
12 Graphs of 29 Si NMR Chemical Shift vs. Uranium Silicon Distances Si NMR Chemical Shift vs. Uranium Silicon Distance 100 Chemical Shift δ (ppm) U(II) U(III) U(IV) U(V) Uranium - Silicon Distance (Å) Figure S10: Graph of 29 Si NMR shifts vs. uranium silicon distances as measured from the solid state crystal structures. Only peaks that could unambiguously identified were included. 12
13 29 Si NMR Chemical Shift vs. Uranium (IV) Silicon Distance Chem Shift δ (ppm) y = 54.74x R² = Uranium - Silicon Distance (Å) Figure S11: Graph of 29 Si NMR chemical shift vs. uranium (IV) silicon distances, as measured in the solid state structure. 13
14 29 Si NMR Chemical Shift vs. Uranium (III) Silicon Distance Si NMR Chemical Shift δ (ppm) y = 78.75x R² = Uranium (III) - Silicon Distance (Å) Figure S12: Graph of 29 Si NMR chemical shift vs. uranium (III) silicon distances, as measured in the solid state structure. 14
15 Graphs of 29 Si NMR Chemical Shifts vs. Uranium Silicon Distances for Various Ligand Sets 50 Uranium - Silylamide 0 Chemical Shift δ (ppm) U(III) U(IV) U(V) Uranium - Silicon Distance (Å) Figure S13: Graph displaying 29 Si NMR chemical shift vs. uranium silicon distances for complexes containing silylamide functionalities (U-N(R)-SiR ( ) 3). The data are fit for the three different uranium oxidation states with R 2 correlation values for U 3+/4+/5+ of 0.403, 0.481, and 0.917, respectively. 15
16 -20 Uranium - Aromatic Silyl Complexes Chemical Shift δ (ppm) U(III) U(IV) Uranium - Silicon Distance (Å) Figure S14: Graph of 29 Si NMR chemical shift vs. uranium silicon distances for aromatic silyl complexes where aromatic silyl ligands are either C 5 R 4-x (SiMe 3 ) x (R = Me, H), C 8 H 6 (SiR 3 ) 2 2 (R = Me, i Pr) or C 8 H 4 (Si i Pr 3 ) 2 2. Correlation R 2 values for U 3+/4+ are and 0.867, respectively. 16
17 -170 U 3+ complexes of N(SiMe 3 ) 2 1- Ligand Chemical Shift δ (ppm) y = 248.5x R² = Uranium - Silicon Distance (Å) Figure S15: Graph displaying 29 Si NMR chemical shift vs. uranium (III) silicon distances for U 3+ complexes of [N(SiMe 3 ) 2 ] 1- ligands: (C 5 Me 5 ) 2 UN(SiMe 3 ), U[N(SiMe 3 ) 2 ] 3, and [K(THF) 6 ]{U[N(SiMe 3 ) 2 ] 4 }. The distances are measured from the solid state crystal structure and the 29 Si NMR resonances are measured in C 6 D 6. 17
18 0 U 5+ Complexes of (Tren TIPS ) Chemical Shift δ (ppm) y = 697.8x R² = Uranium - Silicon Distance (Å) Figure S16: Graph displaying 29 Si NMR chemical shift vs. uranium (V) silicon distances, for the ligand N(CH 2 CH 2 NSi i Pr 3 ) 3 3 (Tren TIPS ) for the complexes Tren TIPS UX, X = O, NSiMe 3, N(adamantyl), and N-µ-Na(15-crown-5). 18
19 Table Displaying Average Uranium Silicon Distances, as Measured from the Solid State Crystal Structures, and the 29 Si NMR Chemical Shift. Table S1: U Si Average Distances and 29 Si NMR Chemical Shift for U n+ Complexes (n = 2, 3, 4, 5, 6) Compound n 29 Si δ (ppm) a Average U Si (Å) [K(2.2.2-crypt)][(C 5 H 4 R) 3 U] b (C 5 Me 5 ) 2 U(NR 2 ) U(NR 2 ) [K(THF) 6 ][(C 5 Me 4 R) 2 UMe 2 ] (Tren TIPS )U (C 8 H 6 R 2 )(C 5 Me 5 )U(THF) c (C 8 H 4 R 2 )(C 5 Me 5 )U (C 5 H 4 R) 3 U (C 5 H 3 R 2 ) 3 U (C 8 H 4 R 2 )U(κ 3 -Tp Me2 ) c (C 5 Me 4 R) 3 U [K(2.2.2-crypt)][(C 5 H 4 R) 3 UH] d (C 8 H 6 R 2 )(C 5 Me 5 )U e (C 8 H 6 R 2 )(C 5 Me 4 Et)U c (C 8 H 6 R 2 )(C 5 Me i 4 Pr)U c [(η 5 :η 1 -C 5 Me 4 SiMe 2 CH 2 ) 2 U] [(Tren DMSB )U] 2 (µ-η 1 :η 1 -C 2 O 2 ) U(NR 2 ) [(C 8 H 6 R 2 )(C 5 Me 5 )U] 2 (µ-η 1 :η 1-13 C 2 O 2 ) c [(C 8 H 6 R 2 )(C 5 Me 4 Et)U] 2 (µ-η 1 :η 1-13 C 2 O 2 ) c (Tren TIPS )UF (Tren TIPS )UNH (C 5 Me 4 R) 2 UMe (C 5 Me 4 R) 2 UCl [κ 2 -C 5 H 4 N(2-NR)] 3 UCl (Tren TIPS )UN [κ 2 -C 5 H 4 N(2-NR)] 3 UI (Tren TIPS )UCl {U[OSi(Mes) 3 ] 3 } 2 (µ-η 2 :η 2 -N 2 ) 4 64 c [(C 8 H 6 R 2 )(C 5 Me 5 )U] 2 (µ-η 2 :η 2 -C 4 O 4 ) 5 90 c (Tren TIPS )UO (Tren TIPS )UNR (Tren TIPS )UNAd (Tren TIPS )U(µ-N)[µ-Na(15-crown-5)] (PhMe 2 SiOUO) 2 (L)
20 (ROUO) 2 (L) (Tren TIPS )UN (BIPM)UOCl a C6D6 b C 4 D 8 O c C 7 D d 8 C 4 H 8 O e C 6 D 12 Extrapolated to 298 K from variable temperature data R = SiMe 3, R = Si i Pr 3, Tren TIPS = N(CH 2 CH 2 NSi i Pr 3 ) 3, Tren DMSB = N(CH 2 CH 2 NSiMe t 2 Bu) 3, Tp Me2 = hydridotris(3,5-dimethylpyrazolyl)borate, Ad = adamantyl, L = Pacman-like binucleating Schiff-base calixpyrrole macrocycle, BIPM = bis(iminophosphorano)methanediide = C(PPh 2 NR) 2, The U Si distances were measured using data from the CDCC and using the Mercury program. All U..Si distances were measured and averaged for consideration. Only compounds with room temperature ( K) or calculated room temperature chemical shifts, in the case of the U 2+ compound, [K(2.2.2-crypt)][(C 5 H 4 SiMe 3 ) 3 U], were included. Only compounds with unambiguously identifiable distance-shift pairs were included. References (1) Evans, W. J.; Kozimor, S. A.; Ziller, J. W.; Kaltsoyannis, N. J. Am. Chem. Soc. 2004, 126, (2) Siladke, Nathan A.; Ziller, Joseph W.; Evans, William J. Z. Anorg. Allg. Chem. 2010, 636,
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