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Title: Investigating palladium pincer complexes in catalytic asymmetric hydrophosphination and hydroarsination
Authors: Tay, Wee Shan
Yang, Xiang-Yuan
Li, Yongxin
Pullarkat, Sumod A.
Leung, Pak-Hing
Keywords: Science::Chemistry
Issue Date: 2019
Source: Tay, W. S., Yang, X., Li, Y., Pullarkat, S. A. & Leung, P. (2019). Investigating palladium pincer complexes in catalytic asymmetric hydrophosphination and hydroarsination. Dalton Transactions, 48(14), 4602-4610.
Project: M4011537 RG108/15
Journal: Dalton Transactions
Abstract: Given the periodic relationship of phosphines and arsines, is remodeling the catalytic asymmetric hydrophosphination reaction an efficient manner to develop the corresponding hydroarsination reaction? Herein, a chiral PCP-Pd(II) pincer complex adept at generating enantioenriched phosphines was examined in the asymmetric hydroarsination reaction. Under distinct conditions, tertiary phosphines and arsines were generated in excellent yields (P: 96%, As: 91%) and ees (P: 90%, As: 85%). While secondary arsine reagents were not direct substitutes for the analogous phosphines, important parameters were identified which increased yield and ee of the hydroarsination reaction. Unlike the PCP-PdOAc pincer complex commonly used for hydrophosphinations, hydroarsination reactions involved a PCP-PdCl catalyst with 10 equiv. of CsF for optimal performance. Notable differences between the two reactions and their workup procedures were highlighted to guide further developments in the field. Lastly, respective mechanisms were proposed and contrasted for the activation of HEPh₂ (E = P, As).
ISSN: 1477-9226
DOI: 10.1039/C9DT00221A
Rights: © 2019 The Royal Society of Chemistry. All rights reserved.
Fulltext Permission: none
Fulltext Availability: No Fulltext
Appears in Collections:SPMS Journal Articles

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