Biomedical

Selective Schiff Base Formation of Group 9 Organometallic Complexes with Functionalized Spirobifluorene Ligands

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2024-12-01

Doi: http://dx.doi.org/10.3390/molecules28207155

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Abstract

Organic amines are important compounds present in a wide variety of products, which makes the development of new systems for their detection an interesting field of study. New organometallic complexes of group 9 [MCp*X(2′-R-2-py-SBF)] (M = Ir, Rh; R = H, X = Cl (6), R = H, X = OAc (7), R = CHO, X = Cl (8)), and [IrCp*Cl(2′, 7-diCHO-2-py-SBF)] (9) (Cp* pentamethylcyclopentadienyl, SBF = 9,9’-spirobifluorene) bearing bidentate C–N ligands based on 9,9′-spirobifluorene were obtained and characterized by NMR spectroscopy, mass spectrometry, IR spectroscopy, and X-ray diffraction analysis when possible. The formation of a Schiff base to give complexes with the formula [MCp*Cl(2′-CH=NR-2-py-SBF)] (M = Ir, Rh; R = alkyl or aryl (10–12)), through condensation of an amine, and the aldehyde group present in these new complexes was studied leading to a selective reactivity depending on the nature of the amine and the metal center. While the iridium complexes only react with aromatic amines, the rhodium derivative requires heat for those but can react at room temperature with aliphatic amines.

Key Questions

Amine Detection

How can organometallic complexes detect amines? What are new methods for sensing amines in products? Can iridium compounds detect amines through luminescence?

Organometallic Chemistry

What are cyclometallated complexes with bidentate C-N ligands? How do iridium and rhodium complexes differ in reactivity? What is the structure of pentamethylcyclopentadienyl metal complexes?

Spirobifluorene Compounds

What are the properties of 9,9'-spirobifluorene-based ligands? How can spirobifluorene be functionalized for various applications? What are the uses of spirobifluorene in materials science?

Schiff Base Formation

How do metal complexes form Schiff bases with amines? What factors affect Schiff base formation in organometallic compounds? Can Schiff base reactions be used for amine detection?

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ARTICLE USAGE

Article usage: Dec-2024 to May-2025

Show by month	Manuscript	Video Summary
2025 May	124	124
2025 April	73	73
2025 March	67	67
2025 February	53	53
2025 January	108	108
2024 December	174	174
Total	599	599

Show by month	Manuscript	Video Summary
2025 May	124	124
2025 April	73	73
2025 March	67	67
2025 February	53	53
2025 January	108	108
2024 December	174	174
Total	599	599

Related Subjects

Anatomy

Biochemistry

Epidemiology

Genetics

Neuroscience

Psychology

Oncology

Medicine

Musculoskeletal science

Pediatrics

Pathology

Pharmacology

Physiology

Psychiatry

Primary care

Women and reproductive health

rating
599 Views

Added on

2024-12-01

Doi: http://dx.doi.org/10.3390/molecules28207155

Related Subjects

Anatomy

Biochemistry

Epidemiology

Genetics

Neuroscience

Psychology

Oncology

Medicine

Musculoskeletal science

Pediatrics

Pathology

Pharmacology

Physiology

Psychiatry

Primary care

Women and reproductive health