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Easy Access to Phosphine‐Borane Building Blocks
Author(s) -
Jong G. Bas,
Ortega Nuria,
Lutz Martin,
Lammertsma Koop,
Slootweg J. Chris
Publication year - 2020
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.202002367
Subject(s) - boranes , moiety , borane , chemistry , phosphine , deprotonation , medicinal chemistry , alkyl , combinatorial chemistry , stereochemistry , organic chemistry , ion , catalysis , boron
In this paper, we highlight the synthesis of a variety of primary phosphine‐boranes (RPH 2 ⋅BH 3 ) from the corresponding dichlorophosphines, simply by using Li[BH 4 ] as reductant and provider of the BH 3 protecting group. The method offers facile access not only to alkyl‐ and arylphosphine‐boranes, but also to aminophosphine‐boranes (R 2 NPH 2 ⋅BH 3 ) that are convenient building blocks but without the protecting BH 3 moiety thermally labile and notoriously difficult to handle. The borane‐protected primary phosphines can be doubly deprotonated using n‐ butyllithium to provide soluble phosphanediides Li 2 [RP⋅BH 3 ] of which the phenyl‐derivative Li 2 [PhP⋅BH 3 ] was structurally characterized in the solid state.