S1
Electronic Supporting Information
Magnesium Hydridotriphenylborate [Mg(thf)
6
][HBPh
3
]
2
:
A Versatile Hydroboration Catalyst
Debabrata Mukhejee,
a
Satoru Shirase,
b
Thomas P. Spaniol,
a
Kazushi Mashima,
b
and Jun Okuda
a,
*
a
Institute of Inorganic Chemistry, RWTH Aachen University, Landoltweg 1, 52056 Aachen,
Germany.
b
Graduate School of Engineering Science, Osaka University, Toyonoka, Osaka 560-8531, Japan.
Table of Contents
General remarks...................................................................................................S1
Synthetic procedures and spectroscopic data for 1, 9, and 10.............................S1
Catalysis...............................................................................................................S8
Crystal structure analysis.....................................................................................S20
References............................................................................................................S21
General remarks.
All manipulations were performed under argon atmosphere using standard Schlenk or glove
box techniques. Prior to use, glassware was dried overnight at 130 °C and solvents were dried,
distilled and degassed using standard methods. NMR measurements were performed on a
Bruker DRX 400 at ambient temperature unless otherwise mentioned. The chemical shifts (δ
ppm) in the
1
H and
13
C{
1
H} NMR spectra were referenced to the residual proton signals of
the deuterated solvents and reported relative to tetramethylsilane.
S1
Abbreviations for NMR
spectra: s (singlet), d (doublet), t (triplet), q (quartet), sep (septet), br. (broad). IR spectra were
measured on KBr pellets using an AVATAR 360 FT-IR spectrometer. Abbreviations for IR
spectra: w (weak), m (medium), s (strong), br. (broad). BPh
3
(95%) was purchased from abcr
and recrystallized from Et
2
O solution at 35 °C. [Mg{N(SiHMe
2
)
2
}
2
] was synthesized
following literature procedure.
S2
All the substrates and HBpin were purchased from the
suppliers like Sigma-Aldrich, Alfa Aesar, and abcr. CO
2
(purity level 5.0, equals to 99.990%
purity) was purchased from Westfalen, Germany and passed through a column of P
4
O
10
with
moisture indicator while using in the Schlenk line. Elemental analyses were performed on an
elementar vario EL machine. X-ray diffraction data were collected on a Bruker APEX II
diffractometer. Single crystal diffraction data of 9 is reported in crystallographic information
file (cif) accompanying this document.
[Mg(thf)
6
][HBPh
3
]
2
(1).
[Mg{N(SiHMe
2
)
2
}
2
] (0.100 g, 0.346 mmol) and BPh
3
(0.168 g, 0.694 mmol) were dissolved
together in 5 mL of THF. The solution mixture was stirred at room temperature for 12 h,
Electronic Supplementary Material (ESI) for ChemComm.
This journal is © The Royal Society of Chemistry 2016