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1. Sturtz, Benjamin Walden. Synthesis and Structural Chemistry of Diamagnetic Dimeric Metal Phthalocyanines.

Degree: PhD, Chemistry, 2017, Case Western Reserve University

Synthesis and Structural Chemistry of Diamagnetic Dimeric Metal PhthalocyaninesAbstractbyBENJAMIN WALDEN STURTZ Syntheses have been developed for 18 new, cofacial, oxygen-bridged, metal phthalocyanine dimers: Me3SiO[SiPcO]2SiMe3, Et3SiO[SiPcO]2SiEt3, Pr3SiO[SiPcO]2SiPr3, PrMe2SiO[SiPcO]2SiMe2Pr, BuMe2SiO[SiPcO]2SiMe2Bu, (i-Bu)3SiO[SiPcO]2Si(i-Bu)3, ThMe2SiO[SiPcO]2SiMe2Th, OdMe2SiO[SiPcO]2SiMe2Od, Ph3SiO[SiPcO]2SiPh3, Ph3SiO[Si0.75Ge0.25PcOSiPcO]SiPh3, Hx3SiO[SiPcOGePcO]SiHx3, Hx3SiO[SiPcOGePcO]SiPh3, Et3SiO[GePcO]2SiEt3, BuMe2SiO[GePcO]2SiMe2Bu, (i-Bu)3SiO[GePcO]2Si(i-Bu)3, Hx3SiO[GePcO]2SiHx3, Ph3SiO[GePcO]2SiPh3, and [GaPc]2O. The structures of these dimers have been determined by single-crystal X-ray crystallography. From the structure data gathered, the distances between the metal centers, the distances between the phthalocyanine ring centroids, and the torsion angles between the phthalocyanines rings have been extracted. The results lead to the conclusion that for centroid-centroid distances of approximately 3.30 Å to 3.40 Å the torsion angles are governed by long distance bonding interactions, LDIs. For distances of approximately 3.40 Å to 3.60 Å the angles are governed by the results of a competition between long distance bonding interactions and crystal packing forces, and for distances above approximately 3.60 Å the angles are governed by crystal packing forces. The known centroid-centroid distance and torsion angle of the cofacial polymer [GaPcF]n further support the governance of the torsion angles in cofacial phthalocyanine systems by a balance of LDI bonding and crystal packing forces. Exploratory structural work on HO[Si(OEP)O]2H and Od(i-Bu)2SiO[SiNcO]2Si(i-Bu)2Od has given data consistent with the existence of preferred torsion angles in these smaller and larger cofacial aromatic systems. Advisors/Committee Members: Kenney, Malcolm (Advisor), Zagorski, Michael (Committee Chair).

Subjects/Keywords: Chemistry; phthalocyanine; naphthalocyanine; octamethylporphyrin; octaethylporphyrin; aluminum; silicon; gallium; germanium; tin; scandium; dimer; crystal structure; ring-to-ring bonding; pigment; dye

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APA (6th Edition):

Sturtz, B. W. (2017). Synthesis and Structural Chemistry of Diamagnetic Dimeric Metal Phthalocyanines. (Doctoral Dissertation). Case Western Reserve University. Retrieved from http://rave.ohiolink.edu/etdc/view?acc_num=case1496922051865658

Chicago Manual of Style (16th Edition):

Sturtz, Benjamin Walden. “Synthesis and Structural Chemistry of Diamagnetic Dimeric Metal Phthalocyanines.” 2017. Doctoral Dissertation, Case Western Reserve University. Accessed September 22, 2017. http://rave.ohiolink.edu/etdc/view?acc_num=case1496922051865658.

MLA Handbook (7th Edition):

Sturtz, Benjamin Walden. “Synthesis and Structural Chemistry of Diamagnetic Dimeric Metal Phthalocyanines.” 2017. Web. 22 Sep 2017.

Vancouver:

Sturtz BW. Synthesis and Structural Chemistry of Diamagnetic Dimeric Metal Phthalocyanines. [Internet] [Doctoral dissertation]. Case Western Reserve University; 2017. [cited 2017 Sep 22]. Available from: http://rave.ohiolink.edu/etdc/view?acc_num=case1496922051865658.

Council of Science Editors:

Sturtz BW. Synthesis and Structural Chemistry of Diamagnetic Dimeric Metal Phthalocyanines. [Doctoral Dissertation]. Case Western Reserve University; 2017. Available from: http://rave.ohiolink.edu/etdc/view?acc_num=case1496922051865658

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