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Laterally stretched polycyclic aromatic hydrocarbons: synthesis of dibenzophenanthroheptaphene and tetrabenzotriphenylenopyranthrene derivatives

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Supporting Information

Laterally Stretched Polycyclic Aromatic Hydrocarbons: Synthesis of

Dibenzophenanthroheptaphene and Tetrabenzotriphenyleno-pyranthrene

Derivatives.

Bassam Alameddine,*

†

Rajamohanan Sobhana Anju,

†

Suchetha Shetty,

†

Noorullah Baig,

†

Fakhreia

Al-Sagheer,

‡

Saleh Al-Mousawi,

‡

Titus Andreas Jenny

§

†

Department of Mathematics and Natural Sciences, Gulf University for Science and Technology, Kuwait.

‡

Department of Chemistry, University of Kuwait, Kuwait.

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CONTENTS

I.

Experimental details (HR-MS of 1a-c, 2a-b, 4a-c, 9 and 10a,b and

1

H-NMR of 1c, 2b,

4a-c, 9, 10a-b, 13a,b.

II.

UV-Emission spectra of 9.

III.

II. Computational Details (3D optimized structures and their HOMO-LUMO

configurations).

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I.

Experimental details MALDI 1a-c, 2a-b, 4a-c, 9 and 10a,b.

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Figure S22. Normalized absorption and emission spectra for the pentaphene derivatives 9 in THF. The solid lines represent

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II. Computational details

Table S1. Optimized structures and HOMO-LUMO frontier orbitals of DBPH and TBTP at the level of the B3LYP/6-31 G* basis set with R = H (1a and 2-H) or Me (1-Me and 2-Me) instead of the alkyl groups for simplicity.

No Optimized structure HOMO LUMO

1a

1Me

2H

Figure

Figure S1. HR-MALDI spectrum of 1a
Figure S2. HR-MALDI spectrum of 1b
Figure S3. HR-MALDI spectrum of 1c
Figure S4. HR-MALDI spectrum of 2a
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