Orthometallated Primary Amines. Part 1. Facile Preparation of the First Optically Active Cyclopalladated Primary Amines

DOI: 10.1039/DT9930003619

Source and publish data:

Journal of the Chemical Society, Dalton Transactions p. 3619 - 3624 (1993)

Update date:2022-09-26

Topics:

Authors:

Vicente, Jose

Saura-Llamas, Isabel

Jones, Peter G.

Read Full Text PDF DownLoad Join now for total 90,000,000 free articles

Article abstract of DOI:10.1039/DT9930003619

Reaction of 2> 1 with AgClO4 (1:2) gave a solution containing an orthopalladated complex 2.Addition to this solution of neutral ligands or NaBr led to isolation of the complexes >(L2)>ClO4 or <>(μ-Br)>2> 4, respectively.Reaction of 4 with PPh3 or Tl(acac) (Hacac = acetylacetone) gave >Br(PPh3)> 5 or >(acac)> 6, respectively.Complexes 1, 4 and 5 can be obtained optically pure by using (R)-(+)- or (S)-(-)-α-methylbenzylamine as starting material.The solid-state crystal structures of 3b and R-5 were determined at low temperatures.In both complexes the palladium atom adopts the usual square-planar co-ordination.The major angular distortion is associated with the small bite of the chelating ligand (80.8 and 81.2 deg, respectively).The weaker trans influence of the cod ligand in 3b accounts for ca. 0.02 Angstroem longer Pd-N and Pd-C bonds in R-5 than in 3b.Short contacts between the perchlorate anion or bromo ligand in 3b or R-5 with the amino group (N...O 3.06 or N...Br 3.41 Angstroem, respectively) probably represent hydrogen bonds.

Full text of DOI:10.1039/DT9930003619

View Article Online / Journal Homepage / Table of Contents for this issue

View Article Online

Products guided by the article

Product name:trans-{Pdphn₄}Cl₂

Cas No:15660-40-9

R&D Labs maybe for 15660-40-9

Shaanxi King Stone Enterprise Company Limited

Contact:86-29-88353805,13609285751

Address:.209 Keji Road Hi-Tech industrial Develpment Zone .Xian China
Jiangxi Huashi Pharmaceutical Co., Ltd

Contact:+86-795-4509628

Address:Ningbo Ave., Fengtian Industrial Park, Fengxin Country, Jiangxi, China.
Shanghai Synmedia Chemical Co., Ltd

Contact:+86-21-38681880

Address:6th Floor, 11A Building, No.528 Ruiqing Road, Heqing town, Pudong new district, Shanghai China
NEM CHEMICAL CO.，LTD

website:http://www.NEM.COM.CN

Contact:+86-393-4411771

Address:The west section of shengli Road,Puyang,Henan Province,China
A.M FOOD CHEMICAL CO., LIMITED

Contact:86-531-87100375

Address:20Floor，Bblock，1Building，pharma-valley，Jinan，China

Relevant to this article

Highly selective and controllable synthesis of arylhydroxylamines by the reduction of nitroarenes with an electron-withdrawing group using a new nitroreductase BaNTR1

Doi:10.1039/c3cc48590k
(2014)
N-metallacycles from [CpMX₂]₂ and alkynylpyridines: Synthesis, reaction pathway, and aromaticity

Doi:10.1021/om401154c
(2014)
The first used half sandwich ruthenium(II) complexes bearing benzimidazole moiety for N-alkylation of amines with alcohols This paper is dedicated to Professor Irina P. Beletskaya on the occasion of her contribution to catalysis.

Doi:10.1016/j.jorganchem.2014.01.007
(2014)
Cerium(IV) ammonium nitrate mediated three-component α-allylation of imine surrogates

Doi:10.1021/ol5004143
(2014)
Cyclooctatetraenyl-Komplexe der fruehen Uebergangsmetalle und Lanthanoide. II. Neue Cyclooctatetraenyl-Halbsandwich-Komplexe des Yttriums

Doi:10.1016/0022-328X(94)80089-8
(1994)
Copper-catalyzed asymmetric alkylation of β-keto esters with xanthydrols

Doi:10.1002/adsc.201300627
(2013)

Article Doi