Functionalization of organic semiconductor crystals via the Diels–Alder reaction†
Brittni A. Qualizza,Srividya Prasad,M. Paul Chiarelli,Jacob W. Ciszek
Chemical Communications Pub Date : 03/26/2013 00:00:00 , DOI:10.1039/C3CC40866C
Abstract

A surface adlayer is generated on organic single crystals (tetracene and rubrene) using the site specific Diels–Alder reaction and a series of vapor phase dienophiles. X-ray photoelectron spectroscopy (XPS) confirms adsorption on the surfaces of tetracene and rubrene and mass spectrometry demonstrates the reaction’s applicability to a range of dienophiles.

Graphical abstract: Functionalization of organic semiconductor crystals via the Diels–Alder reaction