105071-37-2

Basic information

• Product Name: tris(p-tolyl)phosphine borane complex
• Synonyms: tris(p-tolyl)phosphine borane complex
• CAS NO: 105071-37-2
• Molecular Weight: 318.206
• Mol File: 105071-37-2.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: tris(p-tolyl)phosphine borane complex(CAS DataBase Reference)
• NIST Chemistry Reference: tris(p-tolyl)phosphine borane complex(105071-37-2)
• EPA Substance Registry System: tris(p-tolyl)phosphine borane complex(105071-37-2)

Safety Data

• Hazardous Substances Data: 105071-37-2(Hazardous Substances Data)

Upstream product

• 1038-95-5 Tri(p-tolyl)phosphine 
• 13292-87-0 dimethylsulfide borane complex 
• 16940-66-2 sodium tetrahydroborate 
• 14044-65-6 borane-THF 
• 797-70-6 tri(4-methylphenyl)phosphine oxide 

Downstream Products

• 1038-95-5 Tri(p-tolyl)phosphine 

Relevant articles and documents

A Lewis Base Nucleofugality Parameter, NFB, and Its Application in an Analysis of MIDA-Boronate Hydrolysis Kinetics

The kinetics of quinuclidine displacement of BH3 from a wide range of Lewis base borane adducts have been measured. Parameterization of these rates has enabled the development of a nucleofugality scale (NFB), shown to quantify and predict the leaving group ability of a range of other Lewis bases. Additivity observed across a number of series R′3-nRnX (X = P, N; R′ = aryl, alkyl) has allowed the formulation of related substituent parameters (nfPB, nfAB), providing a means of calculating NFB values for a range of Lewis bases that extends far beyond those experimentally derived. The utility of the nucleofugality parameter is explored by the correlation of the substituent parameter nfPB with the hydrolyses rates of a series of alkyl and aryl MIDA boronates under neutral conditions. This has allowed the identification of MIDA boronates with heteroatoms proximal to the reacting center, showing unusual kinetic lability or stability to hydrolysis.

Organocatalyzed Reduction of Tertiary Phosphine Oxides

A novel selective catalytic reduction method of tertiary phosphine oxides to the corresponding phosphines has been developed. Notably, the reaction proceeds smoothly with low catalyst loadings of 1-5 mol% even at low temperature (70 C). Under the optimized conditions various phosphine oxides could be selectively reduced and the desired phosphines were usually obtained in excellent yields above 90%. Furthermore, we have developed a one-pot reaction sequence for the preparation of valuable phosphinborane adducts. Simple addition of BH3THF subsequent to the reduction step gave the desired adducts in yields up to 99%.