Synthesis and structural study of dichloro di-2-benzothiazolylphenylmethanol Zinc(II)

A novel sterically demanding bis(4‐benzhydryl‐benzoxazol‐2‐yl)methane ligand 6 (4−BzhH2BoxCH2) was gained in a straightforward six‐step synthesis. Starting from this ligand monomeric [M(4‐BzhH2BoxCH)] (M=Na (7), K (81)) and dimeric [{M(4‐BzhH2BoxCH)}2] (M=K (82), Rb (9), Cs (10)) alkali metal complexes were synthesised by deprotonation. Abstraction of the potassium ion of 8 by reaction with 18‐crown‐6 resulted in the solvent separated ion pair [{(THF)2K@(18‐crown‐6)}{bis(4‐benzhydryl‐benzoxazol‐2‐yl)methanide}] (11), including the energetically favoured monoanionic (E,E)‐(4‐BzhH2BoxCH) ligand. Further reaction of 4−BzhH2BoxCH2 with three equivalents KH and two equivalents 18‐crown‐6 yielded polymeric [{(THF)2K@(18‐crown‐6)}{K@(18‐crown‐6)K(4‐BzhBoxCH)}]n (n→∞) (12) containing a trianionic ligand. The neutral ligand and herein reported alkali complexes were characterised by single X‐ray analyses identifying the latter as a promising precursor for low‐valent main group complexes.

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Bis(4‐benzhydryl‐benzoxazol‐2‐yl)methane – from a Bulky NacNac Alternative to a Trianion in Alkali Metal Complexes

Kretsch

Kreyenschmidt

Schillmöller

et al. 2021

Chemistry A European J

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ChemInform Abstract: Synthesis and Structural Study of Dichlorodi(2‐benzothiazolyl)phenylmethanolzinc(II)

et al. 1990

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Regioselectivity in the Addition of Grignard Reagents to Bis(2‐benzothiazolyl) Ketone: C‐ vs. O‐Alkylation Using Aryl Grignard Reagents

Boga

Micheletti

2010

Eur J Org Chem

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The reaction between bis(2-benzothiazolyl) ketone (1) and a series of ring-substituted phenyl Grignard reagents gives, in considerable amount, the unexpected O-alkylation product derived from the attack of the Grignard reagent to the carbonyl oxygen atom, thus extending the range of rarely reported cases in which O-alkylation can occur. The expected classic 1,2-addition product and that derived from O-

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Synthesis and structural study of dichloro di-2-benzothiazolylphenylmethanol Zinc(II)

Cited by 5 publications

References 17 publications

Bis(4‐benzhydryl‐benzoxazol‐2‐yl)methane – from a Bulky NacNac Alternative to a Trianion in Alkali Metal Complexes

Bis(4‐benzhydryl‐benzoxazol‐2‐yl)methane – from a Bulky NacNac Alternative to a Trianion in Alkali Metal Complexes

ChemInform Abstract: Synthesis and Structural Study of Dichlorodi(2‐benzothiazolyl)phenylmethanolzinc(II)

Regioselectivity in the Addition of Grignard Reagents to Bis(2‐benzothiazolyl) Ketone: C‐ vs. O‐Alkylation Using Aryl Grignard Reagents

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