SUPPORTING INFORMATION Cyclometalated N-heterocyclic carbene iridium(III) complexes with naphthalimide chromophores: A novel class of phosphorescent heteroleptic compounds Pierre-Henri Lanoë, [a] Jonny Chan, [a] Antoine Groué, [a] Geoffrey Gontard, [a] Anny Jutand,* [b] Marie-Noelle Rager, [c] Nicola Armaroli, [d] Filippo Monti, [d] Andrea Barbieri* [d] and Hani Amouri* [a] [a] Sorbonne Universités, UPMC Univ Paris 06 and CNRS, IPCM (UMR 8232), 4 place Jussieu, 75252 Paris cedex 05, France. [b] Ecole Normale Supérieure-PSL Research University, Département de Chimie, Sorbonne Universités, UPMC Univ Paris 06, CNRS UMR 8640 PASTEUR, Paris, France [c] PSL Research University, CNRS – Chimie ParisTech, Institut de Recherche de Chimie Paris, 75005 Paris, France [d] Istituto per la Sintesi Organica e la Fotoreattività, Consiglio Nazionale delle Ricerche, Via Gobetti 101, 40129 Bologna, Italy. TABLE OF CONTENTS Figure S1 a) 1 H- 1 H NOESY 2D correlation for complex 4a. b) Numbering system of molecule 5b. Figure S2 Cyclic voltammetry of complex 3a Figure S3 Cyclic voltammetry of complex 4a Figure S4 Cyclic voltammetry of complex 5a Figure S5 Cyclic voltammetry of complex 3b Figure S6 Cyclic voltammetry of complex 4b Figure S7 Cyclic voltammetry of complex 5b Figure S8 Energy diagram of frontier molecular orbitals of 1a and 1b Figure S9 Spin-density distribution for the lowest-energy triplet state of 1a and 1b Table S1 Crystal data for complexes 2a, 4a, 5a and 5b Table S2 NTOs couples for the S 0 T 1 transition of complexes 3-5a,b Table S3 Spin-density distribution of the T 1 emitting state of complexes 3-5a,b Figures S10-S31 ( 1 H, 13 C and 19 F ) NMR spectra of compounds (1a-5a) and (1b-5b) Electronic Supplementary Material (ESI) for Dalton Transactions. This journal is © The Royal Society of Chemistry 2018