Imino sulfinamidines: Synthesis and coordination chemistry of a novel class of chiral bidentate ligands

Anthony G.M. Barrett; Andrew A. Gray; Michael S. Hill; Peter B. Hitchcock; Panayiotis A. Procopiou; Andrew J.P. White

doi:10.1021/ic052104m

Imino sulfinamidines: Synthesis and coordination chemistry of a novel class of chiral bidentate ligands

Anthony G.M. Barrett, Andrew A. Gray, Michael S. Hill, Peter B. Hitchcock, Panayiotis A. Procopiou, Andrew J.P. White

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

9 Citations (SciVal)

Abstract

The new imino sulfinamidine ligand PhS(NHt-Bu)=NC(Me)=N(C₆H ₃-2,6-iPr₂), LH (11) was synthesized from N-(2,6-diisopropylphenyl)acetamidine (9) and N-tert-butyl phenylsulfinimidoyl chloride (10). Reaction of LH (11) with ZnEt₂ or AlMe₃ gave the complexes LZnEt (12) and LAIMe₂ (13), respectively. The structures of 12 and 13 were determined by X-ray diffraction and were shown to contain L as a κ²-N¹,N⁶ bidentate ligand in a six-membered chelate. Formation of the magnesium complex (LMgN(TMS) ₂·L₂Mg) (14) from 11, MgI₂, and KN(SiMe₃)₂ highlighted a secondary coordination mode of L, binding through the sulfinamidine nitrogens in a four-membered chelate.

Original language	English
Pages (from-to)	3352-3358
Number of pages	7
Journal	Inorganic Chemistry
Volume	45
Issue number	8
DOIs	https://doi.org/10.1021/ic052104m
Publication status	Published - 17 Apr 2006

ASJC Scopus subject areas

Physical and Theoretical Chemistry
Inorganic Chemistry

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@article{957d540ab82b4afbb22b7b4699e7eafe,

title = "Imino sulfinamidines: Synthesis and coordination chemistry of a novel class of chiral bidentate ligands",

abstract = "The new imino sulfinamidine ligand PhS(NHt-Bu)=NC(Me)=N(C6H 3-2,6-iPr2), LH (11) was synthesized from N-(2,6-diisopropylphenyl)acetamidine (9) and N-tert-butyl phenylsulfinimidoyl chloride (10). Reaction of LH (11) with ZnEt2 or AlMe3 gave the complexes LZnEt (12) and LAIMe2 (13), respectively. The structures of 12 and 13 were determined by X-ray diffraction and were shown to contain L as a κ2-N1,N6 bidentate ligand in a six-membered chelate. Formation of the magnesium complex (LMgN(TMS) 2·L2Mg) (14) from 11, MgI2, and KN(SiMe3)2 highlighted a secondary coordination mode of L, binding through the sulfinamidine nitrogens in a four-membered chelate.",

author = "Barrett, \{Anthony G.M.\} and Gray, \{Andrew A.\} and Hill, \{Michael S.\} and Hitchcock, \{Peter B.\} and Procopiou, \{Panayiotis A.\} and White, \{Andrew J.P.\}",

year = "2006",

month = apr,

day = "17",

doi = "10.1021/ic052104m",

language = "English",

volume = "45",

pages = "3352--3358",

journal = "Inorganic Chemistry",

issn = "0020-1669",

publisher = "American Chemical Society",

number = "8",

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TY - JOUR

T1 - Imino sulfinamidines

T2 - Synthesis and coordination chemistry of a novel class of chiral bidentate ligands

AU - Barrett, Anthony G.M.

AU - Gray, Andrew A.

AU - Hill, Michael S.

AU - Hitchcock, Peter B.

AU - Procopiou, Panayiotis A.

AU - White, Andrew J.P.

PY - 2006/4/17

Y1 - 2006/4/17

N2 - The new imino sulfinamidine ligand PhS(NHt-Bu)=NC(Me)=N(C6H 3-2,6-iPr2), LH (11) was synthesized from N-(2,6-diisopropylphenyl)acetamidine (9) and N-tert-butyl phenylsulfinimidoyl chloride (10). Reaction of LH (11) with ZnEt2 or AlMe3 gave the complexes LZnEt (12) and LAIMe2 (13), respectively. The structures of 12 and 13 were determined by X-ray diffraction and were shown to contain L as a κ2-N1,N6 bidentate ligand in a six-membered chelate. Formation of the magnesium complex (LMgN(TMS) 2·L2Mg) (14) from 11, MgI2, and KN(SiMe3)2 highlighted a secondary coordination mode of L, binding through the sulfinamidine nitrogens in a four-membered chelate.

AB - The new imino sulfinamidine ligand PhS(NHt-Bu)=NC(Me)=N(C6H 3-2,6-iPr2), LH (11) was synthesized from N-(2,6-diisopropylphenyl)acetamidine (9) and N-tert-butyl phenylsulfinimidoyl chloride (10). Reaction of LH (11) with ZnEt2 or AlMe3 gave the complexes LZnEt (12) and LAIMe2 (13), respectively. The structures of 12 and 13 were determined by X-ray diffraction and were shown to contain L as a κ2-N1,N6 bidentate ligand in a six-membered chelate. Formation of the magnesium complex (LMgN(TMS) 2·L2Mg) (14) from 11, MgI2, and KN(SiMe3)2 highlighted a secondary coordination mode of L, binding through the sulfinamidine nitrogens in a four-membered chelate.

UR - https://www.scopus.com/pages/publications/33646393002

U2 - 10.1021/ic052104m

DO - 10.1021/ic052104m

M3 - Article

C2 - 16602794

AN - SCOPUS:33646393002

SN - 0020-1669

VL - 45

SP - 3352

EP - 3358

JO - Inorganic Chemistry

JF - Inorganic Chemistry

IS - 8

ER -

Imino sulfinamidines: Synthesis and coordination chemistry of a novel class of chiral bidentate ligands

Abstract

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