Intramolecular cooperativity in frustrated Lewis pairs

Körte LA, Blomeyer S, Heidemeyer S, Mix A, Neumann B, Mitzel NW (2016)
CHEMICAL COMMUNICATIONS 52(64): 9949-9952.

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Abstract / Bemerkung
The doubly Lewis-acid functionalised aniline PhN[(CH2)(3)B(C6F5)(2)](2) features two competing boron functions in fast exchange for binding to the central Lewis base. It shows catalytic activity typical for FLPs in H/D-scrambling and catalytic hydrogenation experiments. By contrast, the singly acid-functionalised PhMeN(CH2)(3)B(C6F5)(2) reveals a dramatically smaller catalytic activity in analogous experiments.
Erscheinungsjahr
2016
Zeitschriftentitel
CHEMICAL COMMUNICATIONS
Band
52
Ausgabe
64
Seite(n)
9949-9952
ISSN
1359-7345
eISSN
1364-548X
Page URI
https://pub.uni-bielefeld.de/record/2905963

Zitieren

Körte LA, Blomeyer S, Heidemeyer S, Mix A, Neumann B, Mitzel NW. Intramolecular cooperativity in frustrated Lewis pairs. CHEMICAL COMMUNICATIONS. 2016;52(64):9949-9952.
Körte, L. A., Blomeyer, S., Heidemeyer, S., Mix, A., Neumann, B., & Mitzel, N. W. (2016). Intramolecular cooperativity in frustrated Lewis pairs. CHEMICAL COMMUNICATIONS, 52(64), 9949-9952. doi:10.1039/c6cc05228b
Körte, Leif Arne, Blomeyer, Sebastian, Heidemeyer, Shari, Mix, Andreas, Neumann, Beate, and Mitzel, Norbert W. 2016. “Intramolecular cooperativity in frustrated Lewis pairs”. CHEMICAL COMMUNICATIONS 52 (64): 9949-9952.
Körte, L. A., Blomeyer, S., Heidemeyer, S., Mix, A., Neumann, B., and Mitzel, N. W. (2016). Intramolecular cooperativity in frustrated Lewis pairs. CHEMICAL COMMUNICATIONS 52, 9949-9952.
Körte, L.A., et al., 2016. Intramolecular cooperativity in frustrated Lewis pairs. CHEMICAL COMMUNICATIONS, 52(64), p 9949-9952.
L.A. Körte, et al., “Intramolecular cooperativity in frustrated Lewis pairs”, CHEMICAL COMMUNICATIONS, vol. 52, 2016, pp. 9949-9952.
Körte, L.A., Blomeyer, S., Heidemeyer, S., Mix, A., Neumann, B., Mitzel, N.W.: Intramolecular cooperativity in frustrated Lewis pairs. CHEMICAL COMMUNICATIONS. 52, 9949-9952 (2016).
Körte, Leif Arne, Blomeyer, Sebastian, Heidemeyer, Shari, Mix, Andreas, Neumann, Beate, and Mitzel, Norbert W. “Intramolecular cooperativity in frustrated Lewis pairs”. CHEMICAL COMMUNICATIONS 52.64 (2016): 9949-9952.

3 Zitationen in Europe PMC

Daten bereitgestellt von Europe PubMed Central.

FLP catalysis: main group hydrogenations of organic unsaturated substrates.
Lam J, Szkop KM, Mosaferi E, Stephan DW., Chem Soc Rev 48(13), 2019
PMID: 30178796
CO/CO and NO/NO coupling at a hidden frustrated Lewis pair template.
Wang T, Wang L, Daniliuc CG, Samigullin K, Wagner M, Kehr G, Erker G., Chem Sci 8(3), 2017
PMID: 28451352
Intramolecular Lewis pairs with two acid sites - reactivity differences between P- and N-based systems.
Körte LA, Blomeyer S, Heidemeyer S, Nissen JH, Mix A, Neumann B, Stammler HG, Mitzel NW., Dalton Trans 45(43), 2016
PMID: 27722531

46 References

Daten bereitgestellt von Europe PubMed Central.

Reversible, metal-free hydrogen activation.
Welch GC, San Juan RR, Masuda JD, Stephan DW., Science 314(5802), 2006
PMID: 17110572
Metal-free catalytic hydrogenation.
Chase PA, Welch GC, Jurca T, Stephan DW., Angew. Chem. Int. Ed. Engl. 46(42), 2007
PMID: 17696181
Frustrated Lewis pairs: metal-free hydrogen activation and more.
Stephan DW, Erker G., Angew. Chem. Int. Ed. Engl. 49(1), 2010
PMID: 20025001
Frustrated Lewis pair chemistry: development and perspectives.
Stephan DW, Erker G., Angew. Chem. Int. Ed. Engl. 54(22), 2015
PMID: 25974714
Frustrated Lewis Pairs.
Stephan DW., J. Am. Chem. Soc. 137(32), 2015
PMID: 26214241
Facile heterolytic cleavage of dihydrogen by phosphines and boranes.
Welch GC, Stephan DW., J. Am. Chem. Soc. 129(7), 2007
PMID: 17260994
Hydrogen activation by 2-boryl-N,N-dialkylanilines: a revision of Piers' ansa-aminoborane.
Chernichenko K, Nieger M, Leskela M, Repo T., Dalton Trans 41(30), 2012
PMID: 22735769

Schwendemann, Chem. Sci. 2(), 2011
Molecular tweezers for hydrogen: synthesis, characterization, and reactivity.
Sumerin V, Schulz F, Atsumi M, Wang C, Nieger M, Leskela M, Repo T, Pyykko P, Rieger B., J. Am. Chem. Soc. 130(43), 2008
PMID: 18826306
Metal-free catalytic hydrogenation of enamines, imines, and conjugated phosphinoalkenylboranes.
Spies P, Schwendemann S, Lange S, Kehr G, Frohlich R, Erker G., Angew. Chem. Int. Ed. Engl. 47(39), 2008
PMID: 18726976
Metal-free dihydrogen activation chemistry: structural and dynamic features of intramolecular P/B pairs.
Spies P, Kehr G, Bergander K, Wibbeling B, Frohlich R, Erker G., Dalton Trans (9), 2009
PMID: 19421595
Rapid intramolecular heterolytic dihydrogen activation by a four-membered heterocyclic phosphane-borane adduct.
Spies P, Erker G, Kehr G, Bergander K, Frohlich R, Grimme S, Stephan DW., Chem. Commun. (Camb.) (47), 2007
PMID: 18049757
Why Does the Intramolecular Trimethylene-Bridged Frustrated Lewis Pair Mes2 PCH2 CH2 CH2 B(C6 F5 )2 Not Activate Dihydrogen?
Ozgun T, Ye KY, Daniliuc CG, Wibbeling B, Liu L, Grimme S, Kehr G, Erker G., Chemistry 22(17), 2016
PMID: 26999779
Facile splitting of hydrogen and ammonia by nucleophilic activation at a single carbon center.
Frey GD, Lavallo V, Donnadieu B, Schoeller WW, Bertrand G., Science 316(5823), 2007
PMID: 17446400
Activation of H2 by phosphinoboranes R2PB(C6F5)2.
Geier SJ, Gilbert TM, Stephan DW., J. Am. Chem. Soc. 130(38), 2008
PMID: 18754584
Reversible metal-free carbon dioxide binding by frustrated Lewis pairs.
Momming CM, Otten E, Kehr G, Frohlich R, Grimme S, Stephan DW, Erker G., Angew. Chem. Int. Ed. Engl. 48(36), 2009
PMID: 19569151

Sajid, Chem. Sci. 4(), 2013
C-H bond activation by radical ion pairs derived from R3P/Al(C6F5)3 frustrated Lewis pairs and N2O.
Menard G, Hatnean JA, Cowley HJ, Lough AJ, Rawson JM, Stephan DW., J. Am. Chem. Soc. 135(17), 2013
PMID: 23594345
A P-H Functionalized Al/P Frustrated Lewis Pair: Substrate Activation and Selective Hydrogen Transfer.
Keweloh L, Klocker H, Wurthwein EU, Uhl W., Angew. Chem. Int. Ed. Engl. 55(9), 2016
PMID: 26836748

Reißmann, Organometallics 32(), 2013
Activation of Carbon Dioxide by Silyl Triflate-Based Frustrated Lewis Pairs.
Weicker SA, Stephan DW., Chemistry 21(37), 2015
PMID: 26223404
A Neutral Silicon/Phosphorus Frustrated Lewis Pair.
Waerder B, Pieper M, Korte LA, Kinder TA, Mix A, Neumann B, Stammler HG, Mitzel NW., Angew. Chem. Int. Ed. Engl. 54(45), 2015
PMID: 26423202

Dobrovetsky, Isr. J. Chem. 55(), 2015
Small Molecule Activation by Intermolecular Zr(IV)-Phosphine Frustrated Lewis Pairs.
Metters OJ, Forrest SJ, Sparkes HA, Manners I, Wass DF., J. Am. Chem. Soc. 138(6), 2016
PMID: 26788963
Lewis acid-catalyzed hydrogenation: B(C6F5)3-mediated reduction of imines and nitriles with H2.
Chase PA, Jurca T, Stephan DW., Chem. Commun. (Camb.) (14), 2008
PMID: 18368170
Combinations of ethers and B(C6F5)3 function as hydrogenation catalysts.
Hounjet LJ, Bannwarth C, Garon CN, Caputo CB, Grimme S, Stephan DW., Angew. Chem. Int. Ed. Engl. 52(29), 2013
PMID: 23775686
Assisted tandem catalytic RCM-aromatization in the synthesis of pyrroles and furans.
Schmidt B, Krehl S, Jablowski E., Org. Biomol. Chem. 10(26), 2012
PMID: 22622871

Parks, Organometallics 17(), 1998

Parks, Angew. Chem., Int. Ed. 34(), 1995
Inherent stability limits of intramolecular boron nitrogen Lewis acid-base pairs.
Winkelhaus D, Neumann B, Stammler HG, Berger RJ, Vishnevskiy YV, Mitzel NW., Chemistry 18(30), 2012
PMID: 22707351

Sandström, 1982

Ōki, 1985

Kintzinger, Mol. Phys. 14(), 1968

Brown, J. Org. Chem. 55(), 1990
Intramolecular pyridine-based frustrated Lewis-pairs.
Korte LA, Warner R, Vishnevskiy YV, Neumann B, Stammler HG, Mitzel NW., Dalton Trans 44(21), 2015
PMID: 25952677
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