1257322-37-4Relevant articles and documents
Efficient synthesis of (P-chirogenic) o -boronated phosphines from sec -phosphine boranes
Bayardon, Jér?me,Bernard, Julie,Rémond, Emmanuelle,Rousselin, Yoann,Malacea-Kabbara, Raluca,Jugé, Sylvain
supporting information, p. 1216 - 1219 (2015/05/20)
An efficient synthesis of boronated phosphines with an o-phenylene-bridge prepared from sec-phosphine boranes and using benzyne chemistry is reported. Successive reactions of sec-phosphine boranes with n-BuLi and 1,2-dibromobenzene, and then with boron re
Stereoselective synthesis of o-bromo (or iodo)aryl P-chirogenic phosphines based on aryne chemistry
Bayardon, Jerome,Laureano, Hugo,Diemer, Vincent,Dutartre, Mathieu,Das, Utpal,Rousselin, Yoann,Henry, Jean-Christophe,Colobert, Francoise,Leroux, Frederic R.,Juge, Sylvain
experimental part, p. 5759 - 5769 (2012/08/08)
The efficient synthesis of chiral or achiral tertiary phosphines bearing an o-bromo (or iodo)aryl substituent is described. The key step of this synthesis is based on the reaction of a secondary phosphine borane with the 1,2-dibromo (or diiodo)arene, owing to the formation in situ of an aryne species in the presence of n-butyllithium. When P-chirogenic secondary phosphine boranes were used, the corresponding o-halogeno-arylphosphine boranes were obtained without racemization in moderate to good yields and with ee up to 99%. The stereochemistry of the reaction, with complete retention of the configuration at the P atom, has been established by X-ray structures of P-chirogenic o-halogenophenyl phosphine borane complexes. The decomplexation of the borane was easily achieved without racemization using DABCO to obtain the free o-halogeno-arylphosphines in high yields.
