Hotelier Jim Mansfield has been ordered to repay more than €214 million to Bank of Scotland.
The commercial division of the High Court granted the bank's application for summary judgment against Mr Mansfield in a ruling this morning.
The application arose from personal guarantees given by Mr Mansfield in relation to loans to three of his companies, HSS, Jeffel and Park Associates Limited.
Mr Justice Peter Kelly found that Mr Mansfield had not made out any arguable defence to the claim by the bank.
Mr Mansfield had claimed the bank had failed to honour an agreement to provide his group with between €17m and €20m to complete the Citywest Convention Centre.
He claimed the bank's failure to provide the money had delayed the project and caused problems with cashflow which led to the collapse of the Mansfield group.
But Mr Justice Kelly found there was no evidence of a binding contract between the bank and any company to provide this loan and granted judgment for over €214m.
He rejected an application by lawyers for Mr Mansfield for a stay on this order pending a possible Supreme Court appeal.
In October, Mr Mansfield was ordered to repay €74m to the National Asset Management Agency.
The court heard today that Mr Mansfield is appealing that order and that NAMA has agreed not to make an application to make him bankrupt pending the outcome of that appeal.