Proton affinities of didehydroporphyrin and subporphyrin in ground and excited states obtained by quantum chemical calculations
Summary: Quantum-chemical calculations were used to investigate molecular and electronic properties of porphyrin and subporphyrin. Their basicities were estimated in ground and excited states. It was found that multiple proton - nitrogen lone-pair coordination plays an important role in acid/base pr...
| Permalink: | http://skupnikatalog.nsk.hr/Record/nsk.NSK01000732913/Details |
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| Matična publikacija: |
Croatica chemica acta 82 (2009), 1 ; str. 63-70 |
| Glavni autor: | Glasovac, Zoran (-) |
| Ostali autori: | Vazdar, Mario (-), Margetić, Davor |
| Vrsta građe: | Članak |
| Jezik: | eng |
| Predmet: | |
| Online pristup: |
Croatica Chemica Acta |
| LEADER | 01990caa a2200313 ir4500 | ||
|---|---|---|---|
| 001 | NSK01000732913 | ||
| 003 | HR-ZaNSK | ||
| 005 | 20130913135904.0 | ||
| 007 | ta | ||
| 008 | 100412s2009 ci ||| ||eng | ||
| 035 | |9 (HR-ZaNSK)735530 | ||
| 035 | |a (HR-ZaNSK)000732913 | ||
| 040 | |a HR-ZaNSK |b hrv |c HR-ZaNSK |e ppiak | ||
| 041 | 0 | |a eng |b hrv | |
| 042 | |a croatica | ||
| 080 | |a 54 |2 MRF 1998. | ||
| 100 | 1 | |a Glasovac, Zoran | |
| 245 | 1 | 0 | |a Proton affinities of didehydroporphyrin and subporphyrin in ground and excited states obtained by quantum chemical calculations / |c Zoran Glasovac, Mario Vazdar and Davor Margetić. |
| 300 | |b Ilustr. | ||
| 504 | |a Bibliografija: 49 jed | ||
| 504 | |a Sažetak | ||
| 520 | 8 | |a Summary: Quantum-chemical calculations were used to investigate molecular and electronic properties of porphyrin and subporphyrin. Their basicities were estimated in ground and excited states. It was found that multiple proton - nitrogen lone-pair coordination plays an important role in acid/base properties of the studied molecules. Lone pair-lone pair interactions in didehydroporphyrin and energetic stabilization of its protonated form lead to the increase of a proton affinity compared to porphyrin by 18 kcal mol−1. A planarization of the protonated (dehydroporphyrin) structure leads to the complete reversal of the π-electron ring currents indicating aromaticity of the protonated form. On the other hand, calculations indicate that subporphyrin is slightly (by 5 kcal mol−1) more basic than porphyrin, which was explained by non-planar geometry, imposed by smaller ring size | |
| 653 | 0 | |a Protonski afinitet |a Didehidroporfirin |a Subporfirin |a Kvantno-kemijski računi |a Bazičnost | |
| 700 | 1 | |a Vazdar, Mario | |
| 700 | 1 | |a Margetić, Davor | |
| 773 | 0 | |t Croatica chemica acta |x 0011-1643 |g 82 (2009), 1 ; str. 63-70 |w nsk.(HR-ZaNSK)000001621 | |
| 981 | |b B01/09 |p CRO | ||
| 998 | |a rado100412 |c vol2o130424 | ||
| 856 | 4 | 2 | |u http://hrcak.srce.hr/cca |y Croatica Chemica Acta |