A photochemical metallocene route to anionic enediynes: synthesis, solid-state structures, and ab initio computations on cyclopentadienidoenediynes

Joseph M O'Connor; Kim K Baldridge; Betsy L Rodgers; Marissa Aubrey; Ryan L Holland; W Scott Kassel; Arnold L Rheingold

doi:10.1021/ja105149k

A photochemical metallocene route to anionic enediynes: synthesis, solid-state structures, and ab initio computations on cyclopentadienidoenediynes

J Am Chem Soc. 2010 Aug 18;132(32):11030-2. doi: 10.1021/ja105149k.

Authors

Joseph M O'Connor¹, Kim K Baldridge, Betsy L Rodgers, Marissa Aubrey, Ryan L Holland, W Scott Kassel, Arnold L Rheingold

Affiliation

¹ Department of Chemistry, University of California, San Diego, La Jolla, California 92093, USA. jmoconnor@ucsd.edu

PMID: 20698666
DOI: 10.1021/ja105149k

Abstract

The first demonstration of photochemical enediyne liberation from a metal complex has led to a new class of enediynes, the cyclopentadienidoenediynes, which are demonstrated to exist as air-stable solids with low ionization potentials and large dipole moments. NMR and IR spectroscopy, X-ray crystallography, and ab initio computations enable a comparison with the ubiquitous benzoenediynes.