Lithium alkyl assisted coupling of a 2-cyano-2,3-dihydro-1H-1,3,2-diazaborole to give (BuNCH)-Bu-t=CHN(Bu-t)BC(Pr-i)=N-BN(Bu-t)CH=(CHNBu)-Bu-t

Weber L, Domke I, Rausch A, Chrostowska A, Dargelos A (2004)
Journal of the Chemical Society. Dalton Transactions (14): 2188-2191.

Download
Es wurde kein Volltext hochgeladen. Nur Publikationsnachweis!
Zeitschriftenaufsatz | Veröffentlicht | Englisch
Autor
; ; ; ;
Abstract / Bemerkung
Reaction of 2-cyano-1,3,2-diazaborole (BuNCH)-Bu-t=CHN(Bu-t)BCN (2) with half an equivalent of isopropyllithium afforded compound (BuNCH)-Bu-t=CHN(Bu-t)BC(Pr-i)=N-BN(Bu-t)CH=(CHNBu)-Bu-t (7). In contrast to this, a 1:1 stoichiometry of the reactants led to (BuNCH)-Bu-t=CHN(Bu-t)(BPr)-Pr-i ( 6) as the product of a nucleophilic substitution process at the boron atom. Similarly, regardless of the molar ratio of reactants employed, treatment of 2 with cyclopropyllithium, isobutyllithium or phenyllithium afforded solely substitution products (BuNCH)-Bu-t=CHN(Bu-t)BR. [R=cPr (12); Ph (13); Bu-i (14)].
Erscheinungsjahr
Zeitschriftentitel
Journal of the Chemical Society. Dalton Transactions
Ausgabe
14
Seite(n)
2188-2191
ISSN
eISSN
PUB-ID

Zitieren

Weber L, Domke I, Rausch A, Chrostowska A, Dargelos A. Lithium alkyl assisted coupling of a 2-cyano-2,3-dihydro-1H-1,3,2-diazaborole to give (BuNCH)-Bu-t=CHN(Bu-t)BC(Pr-i)=N-BN(Bu-t)CH=(CHNBu)-Bu-t. Journal of the Chemical Society. Dalton Transactions. 2004;(14):2188-2191.
Weber, L., Domke, I., Rausch, A., Chrostowska, A., & Dargelos, A. (2004). Lithium alkyl assisted coupling of a 2-cyano-2,3-dihydro-1H-1,3,2-diazaborole to give (BuNCH)-Bu-t=CHN(Bu-t)BC(Pr-i)=N-BN(Bu-t)CH=(CHNBu)-Bu-t. Journal of the Chemical Society. Dalton Transactions(14), 2188-2191. doi:10.1039/b404075a
Weber, L., Domke, I., Rausch, A., Chrostowska, A., and Dargelos, A. (2004). Lithium alkyl assisted coupling of a 2-cyano-2,3-dihydro-1H-1,3,2-diazaborole to give (BuNCH)-Bu-t=CHN(Bu-t)BC(Pr-i)=N-BN(Bu-t)CH=(CHNBu)-Bu-t. Journal of the Chemical Society. Dalton Transactions, 2188-2191.
Weber, L., et al., 2004. Lithium alkyl assisted coupling of a 2-cyano-2,3-dihydro-1H-1,3,2-diazaborole to give (BuNCH)-Bu-t=CHN(Bu-t)BC(Pr-i)=N-BN(Bu-t)CH=(CHNBu)-Bu-t. Journal of the Chemical Society. Dalton Transactions, (14), p 2188-2191.
L. Weber, et al., “Lithium alkyl assisted coupling of a 2-cyano-2,3-dihydro-1H-1,3,2-diazaborole to give (BuNCH)-Bu-t=CHN(Bu-t)BC(Pr-i)=N-BN(Bu-t)CH=(CHNBu)-Bu-t”, Journal of the Chemical Society. Dalton Transactions, 2004, pp. 2188-2191.
Weber, L., Domke, I., Rausch, A., Chrostowska, A., Dargelos, A.: Lithium alkyl assisted coupling of a 2-cyano-2,3-dihydro-1H-1,3,2-diazaborole to give (BuNCH)-Bu-t=CHN(Bu-t)BC(Pr-i)=N-BN(Bu-t)CH=(CHNBu)-Bu-t. Journal of the Chemical Society. Dalton Transactions. 2188-2191 (2004).
Weber, Lothar, Domke, Imme, Rausch, Andreas, Chrostowska, Anna, and Dargelos, Alain. “Lithium alkyl assisted coupling of a 2-cyano-2,3-dihydro-1H-1,3,2-diazaborole to give (BuNCH)-Bu-t=CHN(Bu-t)BC(Pr-i)=N-BN(Bu-t)CH=(CHNBu)-Bu-t”. Journal of the Chemical Society. Dalton Transactions 14 (2004): 2188-2191.

1 Zitation in Europe PMC

Daten bereitgestellt von Europe PubMed Central.

1,3,2-Diazaborolyl-functionalized thiophenes and dithiophenes: synthesis, structure, electrochemistry and luminescence.
Weber L, Werner V, Domke I, Stammler HG, Neumann B., Dalton Trans (31), 2006
PMID: 16883404

27 References

Daten bereitgestellt von Europe PubMed Central.


Patai, 1970

Chan, J. Organomet. Chem. 9(), 1967

Corey, J. Am. Chem. Soc. 90(), 1968

Boutonnet, Organometallics 10(), 1991

Maraval, Organometallics 20(), 2001

Suginome, Chem. Commun. (), 2002
Palladium- and nickel-catalyzed intramolecular cyanoboration of alkynes.
Suginome M, Yamamoto A, Murakami M., J. Am. Chem. Soc. 125(21), 2003
PMID: 12785762

Jiang, Tetrahedron 57(), 2001

Weber, Coord. Chem. Rev. 215(), 2001

Weber, Z. Naturforsch., Teil B 54(), 1999

Weber, Eur. J. Inorg. Chem. (), 1999

Weber, Organometallics 19(), 2000

Suginome, Organometallics 19(), 2000

Gasteiger, 0

Kaufmann, Organometallics 7(), 1998

Bickelhaupt, Organometallics 15(), 1996

Weiss, J. Organomet. Chem. 2(), 1964

Weiss, J. Organomet. Chem. 21(), 1970

Köster, J. Organomet. Chem. 160(), 1978

Ogle, Organometallics 12(), 1993

West, J. Am. Chem. Soc. 89(), 1967

Siemeling, J. Am. Chem. Soc. 116(), 1994

Glaze, J. Am. Chem. Soc. 91(), 1969

Weber, Eur. J. Inorg. Chem. (), 1998

Summerford, J. Chem. Soc. A (), 1969

Hafner, 1958

Beak, J. Org. Chem. 23(), 1989

Export

Markieren/ Markierung löschen
Markierte Publikationen

Open Data PUB

Web of Science

Dieser Datensatz im Web of Science®

Quellen

PMID: 15249956
PubMed | Europe PMC

Suchen in

Google Scholar