Brellochs reaction

Structure of o -carborane (C ₂ B ₁₀ H ₁₂ ), B atoms pink, C atoms black, H atoms white

The Brellochs reaction is a reaction from boron chemistry for the preparation of carboranes from boranes or boranates by reaction with aliphatic or aromatic aldehydes or ketones . In contrast to the synthesis of carboranes from boranes and alkynes, substances are also formed that contain only one carbon atom in the boron cage. The reaction was named after the German boron chemist Bernd Brellochs (Munich).

In the investigations on the Brellochs reaction, substituted arachno decaboranates with a cage-like structure such as 6,9-B ₁₀ H ₁₂ R ¹ (OR ² ) were used; After the reaction with an aldehyde (R – CHO) or ketone (R ¹ –CO – R ² ) arachno- carbadecaboranates (also called carboranes ) are formed, in which one or more of the boron cage atoms are replaced by a carbon atom. When using substituted aldehydes and ketones, a wide variety of carborane derivatives can be obtained:

Brellochs reaction with aldehydes (top) and ketones (bottom)

Individual evidence

1. ^ ^{A b} M. Davidson: Contemporary Boron Chemistry . Royal Society of Chemistry, 2000, ISBN 0-85404-835-9 , pp. 212-214.