Chiral Palladium Complexes from N-Diphenylphosphinoamino Methyl Esters

Q Zhang; Alexandra Martha Zoya Slawin; John Derek Woollins

doi:10.1039/b104571g

Chiral Palladium Complexes from N-Diphenylphosphinoamino Methyl Esters

Q Zhang, Alexandra Martha Zoya Slawin, John Derek Woollins

Research output: Contribution to journal › Article › peer-review

Abstract

(S)-N,S-Bis(diphenylphosphino) cystein methyl ester (bdppcys 3) is obtained from the reaction of chlorodiphenylphosphine with (S)-cystein methyl ester hydrochloride in the presence of Et3N as (S)-N-diphenylphosphinoalanine methyl ester (dppal 1) and (S)-N-diphenylphosphinomethionine methyl ester (dppmet 2). Compounds 1-3 show different coordination behaviour to [PdCl2(cod)]. Ligand 1 and [PdCl2(cod)] give an unexpected chloro-bridged binuclear complex trans-[PdCl(mu -Cl)(dppal-P)](2) 4. Compound 2 interacts with [PdCl2(cod)] to give a chelate complex cis-[PdCl2(dppmet-S,P)] 5. Reaction of 3 with [PdCl2(cod)] leads to an unstable chelate complex cis-[PdCl2(dppcys-P,P')] 6, which gradually decomposes into a novel sulfur-bridged binuclear complex trans-[PdCl(mu -S)-dppcys-P)](2) 7 and a chloro-bridged binuclear complex trans-[Pd(mu -Cl)(P(O)Ph-2-P)(P(OH)Ph-2-P)](2) 8.

Original language	English
Pages (from-to)	3598-3602
Number of pages	5
Journal	Journal of the Chemical Society, Dalton Transactions
Issue number	24
DOIs	https://doi.org/10.1039/b104571g
Publication status	Published - 2001

Keywords

TRANSITION-METAL COMPLEXES
RAY CRYSTAL-STRUCTURE
BIDENTATE LIGAND
CARBONYLATION
DERIVATIVES
PHOSPHINE
PD

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title = "Chiral Palladium Complexes from N-Diphenylphosphinoamino Methyl Esters",

abstract = "(S)-N,S-Bis(diphenylphosphino) cystein methyl ester (bdppcys 3) is obtained from the reaction of chlorodiphenylphosphine with (S)-cystein methyl ester hydrochloride in the presence of Et3N as (S)-N-diphenylphosphinoalanine methyl ester (dppal 1) and (S)-N-diphenylphosphinomethionine methyl ester (dppmet 2). Compounds 1-3 show different coordination behaviour to [PdCl2(cod)]. Ligand 1 and [PdCl2(cod)] give an unexpected chloro-bridged binuclear complex trans-[PdCl(mu -Cl)(dppal-P)](2) 4. Compound 2 interacts with [PdCl2(cod)] to give a chelate complex cis-[PdCl2(dppmet-S,P)] 5. Reaction of 3 with [PdCl2(cod)] leads to an unstable chelate complex cis-[PdCl2(dppcys-P,P')] 6, which gradually decomposes into a novel sulfur-bridged binuclear complex trans-[PdCl(mu -S)-dppcys-P)](2) 7 and a chloro-bridged binuclear complex trans-[Pd(mu -Cl)(P(O)Ph-2-P)(P(OH)Ph-2-P)](2) 8.",

keywords = "TRANSITION-METAL COMPLEXES, RAY CRYSTAL-STRUCTURE, BIDENTATE LIGAND, CARBONYLATION, DERIVATIVES, PHOSPHINE, PD",

author = "Q Zhang and Slawin, {Alexandra Martha Zoya} and Woollins, {John Derek}",

note = "Note related output below contains correction of this paper.",

year = "2001",

doi = "10.1039/b104571g",

language = "English",

pages = "3598--3602",

journal = "Journal of the Chemical Society, Dalton Transactions",

issn = "1472-7773",

publisher = "Royal Society of Chemistry",

number = "24",

}

TY - JOUR

T1 - Chiral Palladium Complexes from N-Diphenylphosphinoamino Methyl Esters

AU - Zhang, Q

AU - Slawin, Alexandra Martha Zoya

AU - Woollins, John Derek

N1 - Note related output below contains correction of this paper.

PY - 2001

Y1 - 2001

N2 - (S)-N,S-Bis(diphenylphosphino) cystein methyl ester (bdppcys 3) is obtained from the reaction of chlorodiphenylphosphine with (S)-cystein methyl ester hydrochloride in the presence of Et3N as (S)-N-diphenylphosphinoalanine methyl ester (dppal 1) and (S)-N-diphenylphosphinomethionine methyl ester (dppmet 2). Compounds 1-3 show different coordination behaviour to [PdCl2(cod)]. Ligand 1 and [PdCl2(cod)] give an unexpected chloro-bridged binuclear complex trans-[PdCl(mu -Cl)(dppal-P)](2) 4. Compound 2 interacts with [PdCl2(cod)] to give a chelate complex cis-[PdCl2(dppmet-S,P)] 5. Reaction of 3 with [PdCl2(cod)] leads to an unstable chelate complex cis-[PdCl2(dppcys-P,P')] 6, which gradually decomposes into a novel sulfur-bridged binuclear complex trans-[PdCl(mu -S)-dppcys-P)](2) 7 and a chloro-bridged binuclear complex trans-[Pd(mu -Cl)(P(O)Ph-2-P)(P(OH)Ph-2-P)](2) 8.

AB - (S)-N,S-Bis(diphenylphosphino) cystein methyl ester (bdppcys 3) is obtained from the reaction of chlorodiphenylphosphine with (S)-cystein methyl ester hydrochloride in the presence of Et3N as (S)-N-diphenylphosphinoalanine methyl ester (dppal 1) and (S)-N-diphenylphosphinomethionine methyl ester (dppmet 2). Compounds 1-3 show different coordination behaviour to [PdCl2(cod)]. Ligand 1 and [PdCl2(cod)] give an unexpected chloro-bridged binuclear complex trans-[PdCl(mu -Cl)(dppal-P)](2) 4. Compound 2 interacts with [PdCl2(cod)] to give a chelate complex cis-[PdCl2(dppmet-S,P)] 5. Reaction of 3 with [PdCl2(cod)] leads to an unstable chelate complex cis-[PdCl2(dppcys-P,P')] 6, which gradually decomposes into a novel sulfur-bridged binuclear complex trans-[PdCl(mu -S)-dppcys-P)](2) 7 and a chloro-bridged binuclear complex trans-[Pd(mu -Cl)(P(O)Ph-2-P)(P(OH)Ph-2-P)](2) 8.

KW - TRANSITION-METAL COMPLEXES

KW - RAY CRYSTAL-STRUCTURE

KW - BIDENTATE LIGAND

KW - CARBONYLATION

KW - DERIVATIVES

KW - PHOSPHINE

KW - PD

UR - http://www.scopus.com/inward/record.url?scp=0035543950&partnerID=8YFLogxK

U2 - 10.1039/b104571g

DO - 10.1039/b104571g

M3 - Article

SN - 1472-7773

SP - 3598

EP - 3602

JO - Journal of the Chemical Society, Dalton Transactions

JF - Journal of the Chemical Society, Dalton Transactions

IS - 24

ER -

Chiral Palladium Complexes from N-Diphenylphosphinoamino Methyl Esters

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Keywords

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Chiral palladium complexes from N-diphenylphosphinoamino methyl esters (pg 3598, 2001)

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