anthracenyl1yl

Anthracenyl-1-yl, often written as anthracen-1-yl, is a substituent derived from the polycyclic aromatic hydrocarbon anthracene by removing a hydrogen atom from the carbon at position 1. In systematic nomenclature, the substituent is referred to as anthracen-1-yl, indicating that the connection to a parent molecule occurs through the C-1 position of the anthracene ring system.

Structure and characteristics: Anthracene consists of three linearly fused benzene rings, forming a planar, highly conjugated π-system. The 1-position is on one of the terminal rings, and the anthracen-1-yl group serves as a monovalent aryl fragment attached at that site. Attaching the anthracenyl-1-yl substituent typically extends the conjugation of the parent molecule, which can influence electronic properties, light absorption, and fluorescence.

Synthesis and applications: Anthracen-1-yl groups are commonly introduced in organic synthesis via cross-coupling reactions using 1-haloanthracene derivatives (such as 1-bromoanthracene) as coupling partners. The anthracen-1-yl substituent is used to build extended π-systems in dyes, organic semiconductors, and optoelectronic materials, including applications in organic light-emitting devices and photovoltaic components. The position of attachment and the surrounding substituents can affect reactivity and the electronic characteristics of the resulting compounds.

See also: anthracene, aryl group, arylation.