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 HuaTai Bio-fine chemical company Ltd

Contact:86-029-87862197

Address:No. 5, 3rd Floor, 29 Yanta North Road, Beilin Dist.
Nanjing Ruizhi Industry & Technologh Co.，Ltd.

Contact:+86-25-86808110

Address:441-4-A5,NO.12 Longzang Avenue,Yuhuatai District,210039,Nanjing
Sarchem Laboratories, Inc.

Contact:732.938.2777

Address:5012 Industrial Road Farmingdale, NJ 07727
Li's chemicals

Contact:+86-15850770348

Address:51 OF XIANGFANGCUN ROAD, Nanjing 210002, China
Xi'an Costrong Pharmaceutical Co., Ltd.

Contact:029- 68576496

Address:Room 2004,Shuibao Building,No.190,South Erhuan Rd, Yanta District,Xi'an,Shaan Xi,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