Boronic ester of a phthalocyanine precursor with a salicylaldimino moiety

Şennur Özçelik; Ahmet Gül

doi:10.1016/j.jorganchem.2011.11.016

Boronic ester of a phthalocyanine precursor with a salicylaldimino moiety

Şennur Özçelik, Ahmet Gül^*

^*Corresponding author for this work

Department of Chemistry

Istanbul Technical University

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

12 Citations (Scopus)

Abstract

4-(4-Formyl-3-hydroxyphenoxy)phthalonitrile (3) and its condensation product with 2-aminophenol have been synthesized to reach 4-(3-hydroxy-4-(((2- hydroxyphenyl)imino)-methyl)phenoxy)phthalonitrile (5), a tridentate ligand possessing ONO binding sites. Subsequent condensation of phenylboronic acid with 5 afforded a novel boronic ester of a Schiff base with a phthalonitrile group (7). Boronate 7 displays high stability and can be handled in air due to the presence of coordinative B-N and covalent B-O bonds in its structure. The novel compounds were characterized by elemental analyses, IR, UV-vis, mass, ¹H-, ¹³C- and ¹¹B NMR spectra.

Original language	English
Pages (from-to)	87-91
Number of pages	5
Journal	Journal of Organometallic Chemistry
Volume	699
DOIs	https://doi.org/10.1016/j.jorganchem.2011.11.016
Publication status	Published - 15 Feb 2012

Keywords

Boronate complex
Phenylboronic acid
Phthalonitrile
Schiff's base

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10.1016/j.jorganchem.2011.11.016

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title = "Boronic ester of a phthalocyanine precursor with a salicylaldimino moiety",

abstract = "4-(4-Formyl-3-hydroxyphenoxy)phthalonitrile (3) and its condensation product with 2-aminophenol have been synthesized to reach 4-(3-hydroxy-4-(((2- hydroxyphenyl)imino)-methyl)phenoxy)phthalonitrile (5), a tridentate ligand possessing ONO binding sites. Subsequent condensation of phenylboronic acid with 5 afforded a novel boronic ester of a Schiff base with a phthalonitrile group (7). Boronate 7 displays high stability and can be handled in air due to the presence of coordinative B-N and covalent B-O bonds in its structure. The novel compounds were characterized by elemental analyses, IR, UV-vis, mass, 1H-, 13C- and 11B NMR spectra.",

keywords = "Boronate complex, Phenylboronic acid, Phthalonitrile, Schiff's base",

author = "{\c S}ennur {\"O}z{\c c}elik and Ahmet G{\"u}l",

year = "2012",

month = feb,

day = "15",

doi = "10.1016/j.jorganchem.2011.11.016",

language = "English",

volume = "699",

pages = "87--91",

journal = "Journal of Organometallic Chemistry",

issn = "0022-328X",

publisher = "Elsevier B.V.",

}

TY - JOUR

T1 - Boronic ester of a phthalocyanine precursor with a salicylaldimino moiety

AU - Özçelik, Şennur

AU - Gül, Ahmet

PY - 2012/2/15

Y1 - 2012/2/15

N2 - 4-(4-Formyl-3-hydroxyphenoxy)phthalonitrile (3) and its condensation product with 2-aminophenol have been synthesized to reach 4-(3-hydroxy-4-(((2- hydroxyphenyl)imino)-methyl)phenoxy)phthalonitrile (5), a tridentate ligand possessing ONO binding sites. Subsequent condensation of phenylboronic acid with 5 afforded a novel boronic ester of a Schiff base with a phthalonitrile group (7). Boronate 7 displays high stability and can be handled in air due to the presence of coordinative B-N and covalent B-O bonds in its structure. The novel compounds were characterized by elemental analyses, IR, UV-vis, mass, 1H-, 13C- and 11B NMR spectra.

AB - 4-(4-Formyl-3-hydroxyphenoxy)phthalonitrile (3) and its condensation product with 2-aminophenol have been synthesized to reach 4-(3-hydroxy-4-(((2- hydroxyphenyl)imino)-methyl)phenoxy)phthalonitrile (5), a tridentate ligand possessing ONO binding sites. Subsequent condensation of phenylboronic acid with 5 afforded a novel boronic ester of a Schiff base with a phthalonitrile group (7). Boronate 7 displays high stability and can be handled in air due to the presence of coordinative B-N and covalent B-O bonds in its structure. The novel compounds were characterized by elemental analyses, IR, UV-vis, mass, 1H-, 13C- and 11B NMR spectra.

KW - Boronate complex

KW - Phenylboronic acid

KW - Phthalonitrile

KW - Schiff's base

UR - https://www.scopus.com/pages/publications/84855715133

U2 - 10.1016/j.jorganchem.2011.11.016

DO - 10.1016/j.jorganchem.2011.11.016

M3 - Article

AN - SCOPUS:84855715133

SN - 0022-328X

VL - 699

SP - 87

EP - 91

JO - Journal of Organometallic Chemistry

JF - Journal of Organometallic Chemistry

ER -

Boronic ester of a phthalocyanine precursor with a salicylaldimino moiety

Abstract

Keywords

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