108
T. Wang et al.
40. Patrick EA, Piers WE (2020) Twenty-Five Years of Bis-Pentafluorophenyl Borane: A Versatile
Reagent for Catalyst and Materials Synthesis. Chem Commun 56:841–853. https://doi.org/
10.1039/C9CC08338C
41. Roncaroli F, Videla M, Slep LD, Olabe JA (2007) New Features in the Redox Coordination Chemistry of Metal Nitrosyls {M-NO + ; M-NO • ; M-NO − (HNO)}. Coord Chem Rev
251:1903–1930. https://doi.org/10.1016/j.ccr.2007.04.012
42. Li L, Li L (2016) Recent Advances in Multinuclear Metal Nitrosyl Complexes. Coord Chem
Rev 306:678–700. https://doi.org/10.1016/j.ccr.2015.03.026
43. Pereira JCM, Sajid M, Kehr G, Wright AM, Schirmer B, Qu Z-W, Grimme S, Erker G, Ford
PC (2014) Reaction of a Bridged Frustrated Lewis Pair with Nitric Oxide: A Kinetic Study.
J Am Chem Soc 136:513–519. https://doi.org/10.1021/ja4118335
44. Sajid M, Stute A, Cardenas AJP, Culotta BJ, Hepperle JAM, Warren TH, Schirmer B, Grimme
S, Studer A, Daniliuc CG, Fröhlich R, Petersen JL, Kehr G, Erker G (2012) N,N-Addition
of Frustrated Lewis Pairs to Nitric Oxide: An Easy Entry to a Unique Family of Aminoxyl
Radicals. J Am Chem Soc 134:10156–10168. https://doi.org/10.1021/ja302652a
45. Sajid M, Kehr G, Wiegand T, Eckert H, Schwickert C, Pöttgen R, Cardenas AJP, Warren TH,
Fröhlich R, Daniliuc CG, Erker GH (2013) Noninteracting, Vicinal Frustrated P/B-Lewis Pair
at the Norbornane Framework: Synthesis, Characterization and Reactions. J Am Chem Soc
135:8882–8895. https://doi.org/10.1021/ja400338e
46. Wang L, Samigullin K, Wagner M, McQuilken AC, Warren TH, Daniliuc CG, Kehr G, Erker
G (2016) An Ethylene-Bridged Phosphane/Borane Frustrated Lewis Pair Featuring the –
B(Fxyl) 2 Lewis Acid Component. Chem Eur J 22:11015–11021. https://doi.org/10.1002/
chem.201601583
47. Ye K-Y, Daniliuc CG, Dong S, Kehr G, Erker G (2017) Frustrated Lewis Pair Behavior of
an Open, Noninteracting Phosphane/Borane Pair at a Rigid Organic Framework: Exploring
Decisive Factors for FLP Acitivity. Organometallics 36:5003–5012. https://doi.org/10.1021/
acs.organomet.7b00819
48. Rosorius C, Möricke J, Wibbeling B, McQuilken AC, Warren TH, Daniliuc CG, Kehr G,
Erker G (2016) Frustrated Lewis Pair Chemistry Derived from Bulky Allenyl and Propargyl
Phosphanes. Chem Eur J22:1103–1113. https://doi.org/10.1002/chem.201502493
49. Liedtke R, Eller C, Daniliuc CG, Williams K, Warren TH, Tesch M, Studer A, Kehr G, Erker G
(2016) FLPNO Nitroxide Radical Formation by a 1,1-Carboboration Route. Organometallics
35:55–61. https://doi.org/10.1021/acs.organomet.5b00886
50. de Oliveira M Jr, Knitsch R, Sajid M, Stute A, Elmer L-M, Kehr G, Erker G, Magon CJ, Jeschke
G, Eckert H (2016) Aminoxyl Radicals of B/P Frustrated Lewis Pairs: Refinement of the SpinHamiltonian Parameters by Field- and Temperature Dependent Pulsed EPR Spectroscopy.
PLOS ONE 11(6):e0157944. https://doi.org/10.1371/journal.pone.0157944
51. Kinder TA, Pior R, Blomeyer S, Neumann B, Stammler H-G, Mitzel NW (2019) A Neutral
Germanium/Phosphorus Frustrated Lewis Pair and Its Contrasting Reactivity Compared to
Its Silicon Analogue. Chem Eur J 25:5899–5903. https://doi.org/10.1002/chem.201901068
52. Burg AG, Schlesinger HI (1937) Hydrides of Boron. VII. Evidence of the Transitory Existence
of Borine (BH 3 ): Borine Carbonyl and Borine Trimethylammine. J Am Chem Soc 59:780–
787. https://doi.org/10.1021/ja01284a002
53. Finze M, Bernhardt E, Terheiden A, Berkei M, Willner H, Christen D, Oberhammer H,
Aubke F (2002) Tris(trifluoromethyl)borane Carbonyl, (CF 3 ) 3 BCO − Synthesis, Physical,
Chemical and Spectroscopic Properties, Gas Phase, and Solid State Structure. J Am Chem
Soc 124:15385–15398. https://doi.org/10.1021/ja0209924
54. Rathke MW, Brown HC (1966) A New Reaction of Diborane with Carbon Monoxide
Catalyzed by Sodium Borohydride. A Convenient Synthesis of Trimethylboroxine. J Am
Chem Soc 88:2606–2607. https://doi.org/10.1021/ja00963a054
55. Sajid M, Kehr G, Daniliuc CG, Erker G (2014) Formylborane Formation by Frustrated Lewis
Pair Templates. Angew Chem Int Ed 53:1118–1121. https://doi.org/10.1002/anie.201307551
56. Fukazawa A, Dutton JL, Fan C, Mercier LG, Houghton AY, Wu Q, Piers WE, Parvez M (2012)
Reaction of Pentaarylboroles with Carbon Monoxide: An Isolable Organoboron Carbonyl
Complex. Chem Sci 3:1814–1818. https://doi.org/10.1039/C2SC20336G
T. Wang et al.
40. Patrick EA, Piers WE (2020) Twenty-Five Years of Bis-Pentafluorophenyl Borane: A Versatile
Reagent for Catalyst and Materials Synthesis. Chem Commun 56:841–853. https://doi.org/
10.1039/C9CC08338C
41. Roncaroli F, Videla M, Slep LD, Olabe JA (2007) New Features in the Redox Coordination Chemistry of Metal Nitrosyls {M-NO + ; M-NO • ; M-NO − (HNO)}. Coord Chem Rev
251:1903–1930. https://doi.org/10.1016/j.ccr.2007.04.012
42. Li L, Li L (2016) Recent Advances in Multinuclear Metal Nitrosyl Complexes. Coord Chem
Rev 306:678–700. https://doi.org/10.1016/j.ccr.2015.03.026
43. Pereira JCM, Sajid M, Kehr G, Wright AM, Schirmer B, Qu Z-W, Grimme S, Erker G, Ford
PC (2014) Reaction of a Bridged Frustrated Lewis Pair with Nitric Oxide: A Kinetic Study.
J Am Chem Soc 136:513–519. https://doi.org/10.1021/ja4118335
44. Sajid M, Stute A, Cardenas AJP, Culotta BJ, Hepperle JAM, Warren TH, Schirmer B, Grimme
S, Studer A, Daniliuc CG, Fröhlich R, Petersen JL, Kehr G, Erker G (2012) N,N-Addition
of Frustrated Lewis Pairs to Nitric Oxide: An Easy Entry to a Unique Family of Aminoxyl
Radicals. J Am Chem Soc 134:10156–10168. https://doi.org/10.1021/ja302652a
45. Sajid M, Kehr G, Wiegand T, Eckert H, Schwickert C, Pöttgen R, Cardenas AJP, Warren TH,
Fröhlich R, Daniliuc CG, Erker GH (2013) Noninteracting, Vicinal Frustrated P/B-Lewis Pair
at the Norbornane Framework: Synthesis, Characterization and Reactions. J Am Chem Soc
135:8882–8895. https://doi.org/10.1021/ja400338e
46. Wang L, Samigullin K, Wagner M, McQuilken AC, Warren TH, Daniliuc CG, Kehr G, Erker
G (2016) An Ethylene-Bridged Phosphane/Borane Frustrated Lewis Pair Featuring the –
B(Fxyl) 2 Lewis Acid Component. Chem Eur J 22:11015–11021. https://doi.org/10.1002/
chem.201601583
47. Ye K-Y, Daniliuc CG, Dong S, Kehr G, Erker G (2017) Frustrated Lewis Pair Behavior of
an Open, Noninteracting Phosphane/Borane Pair at a Rigid Organic Framework: Exploring
Decisive Factors for FLP Acitivity. Organometallics 36:5003–5012. https://doi.org/10.1021/
acs.organomet.7b00819
48. Rosorius C, Möricke J, Wibbeling B, McQuilken AC, Warren TH, Daniliuc CG, Kehr G,
Erker G (2016) Frustrated Lewis Pair Chemistry Derived from Bulky Allenyl and Propargyl
Phosphanes. Chem Eur J22:1103–1113. https://doi.org/10.1002/chem.201502493
49. Liedtke R, Eller C, Daniliuc CG, Williams K, Warren TH, Tesch M, Studer A, Kehr G, Erker G
(2016) FLPNO Nitroxide Radical Formation by a 1,1-Carboboration Route. Organometallics
35:55–61. https://doi.org/10.1021/acs.organomet.5b00886
50. de Oliveira M Jr, Knitsch R, Sajid M, Stute A, Elmer L-M, Kehr G, Erker G, Magon CJ, Jeschke
G, Eckert H (2016) Aminoxyl Radicals of B/P Frustrated Lewis Pairs: Refinement of the SpinHamiltonian Parameters by Field- and Temperature Dependent Pulsed EPR Spectroscopy.
PLOS ONE 11(6):e0157944. https://doi.org/10.1371/journal.pone.0157944
51. Kinder TA, Pior R, Blomeyer S, Neumann B, Stammler H-G, Mitzel NW (2019) A Neutral
Germanium/Phosphorus Frustrated Lewis Pair and Its Contrasting Reactivity Compared to
Its Silicon Analogue. Chem Eur J 25:5899–5903. https://doi.org/10.1002/chem.201901068
52. Burg AG, Schlesinger HI (1937) Hydrides of Boron. VII. Evidence of the Transitory Existence
of Borine (BH 3 ): Borine Carbonyl and Borine Trimethylammine. J Am Chem Soc 59:780–
787. https://doi.org/10.1021/ja01284a002
53. Finze M, Bernhardt E, Terheiden A, Berkei M, Willner H, Christen D, Oberhammer H,
Aubke F (2002) Tris(trifluoromethyl)borane Carbonyl, (CF 3 ) 3 BCO − Synthesis, Physical,
Chemical and Spectroscopic Properties, Gas Phase, and Solid State Structure. J Am Chem
Soc 124:15385–15398. https://doi.org/10.1021/ja0209924
54. Rathke MW, Brown HC (1966) A New Reaction of Diborane with Carbon Monoxide
Catalyzed by Sodium Borohydride. A Convenient Synthesis of Trimethylboroxine. J Am
Chem Soc 88:2606–2607. https://doi.org/10.1021/ja00963a054
55. Sajid M, Kehr G, Daniliuc CG, Erker G (2014) Formylborane Formation by Frustrated Lewis
Pair Templates. Angew Chem Int Ed 53:1118–1121. https://doi.org/10.1002/anie.201307551
56. Fukazawa A, Dutton JL, Fan C, Mercier LG, Houghton AY, Wu Q, Piers WE, Parvez M (2012)
Reaction of Pentaarylboroles with Carbon Monoxide: An Isolable Organoboron Carbonyl
Complex. Chem Sci 3:1814–1818. https://doi.org/10.1039/C2SC20336G